Los Angeles ( CNN ) -- Chris Brown was booted from a rehab facility this month after smashing his mother 's car window during a family session , his probation officer reported Wednesday . The judge overseeing Brown 's probation in his Rihanna beating case ordered the singer to immediately enter another rehab program and stay for 90 days . Brown , who was arrested on an assault charge in Washington , D.C. , last month , still faces a possibly probation violation charge that could send him to prison . `` There is much concern with the probationer 's new arrest and his violent outburst that resulted in his discharge from a treatment facility , '' the probation report said . The singer sat nervously in a Los Angeles County courtroom , holding girlfriend Karrueche Tran 's hand as he waited while his lawyer , Mark Geragos , met privately with the judge and prosecutor before his hearing began Wednesday afternoon . Brown 's freedom has been in question since he was arrested on a sidewalk near the White House after allegedly punching a man . The probation imposed when he pleaded guilty to a felony charge in the 2009 attack on Rihanna -- his girlfriend at the time -- requires that he stay out of legal trouble . The lawyers and judge emerged from chambers with a deal , which required Brown to spend the next 90 days in a court-approved treatment facility . Los Angeles County Deputy District Attorney Mary Murray told the judge she still reserved the right to ask for Brown 's probation to be revoked on the D.C. arrest . Los Angeles County Superior Court Judge James Brandlin ordered the probation officer to provide a detailed report about that incident , with that report expected to be presented when Brown returns to court on December 16 . Brown voluntarily entered a rehab center on October 28 , a day after he was released from a Washington jail . `` His goal is to gain focus and insight into his past and recent behavior , enabling him to continue the pursuit of his life and his career from a healthier vantage point , '' representative Nicole Perna said when he entered . When he checked out on November 10 his representative said he would continue in the program as an outpatient . However , the probation report given to the judge Wednesday disputed that , saying he was kicked out of the program . It quoted a center official saying he was ordered out for `` breaking programs rules by acting violently . '' The violence involved Brown `` throwing a rock through his mother 's car window '' after a family session at the center in which she said she wanted him to stay in the treatment . `` Mr. Brown preceded to walk outside and pick up a rock and threw it through his mother 's car window and it shattered , '' according to letter from the rehab center included in the probation report . Brown 's `` prognosis is very guarded '' unless he gets professional help , the letter said , . Brown will leave the new rehab center three days a week to work eight-hour shifts of community labor so that he can complete the 1,000 hours of work still remaining in his punishment for the attack on Rihanna . The report estimated he will have to work on community labor three days of every week until next August to meet his deadline . He may also travel to Washington for a court hearing Monday in the assault case there , the judge said . His lawyer said he would try to get the hearing delayed . Secret Service report could help Chris Brown 's defense .
Chris Brown must spend the next 90 days in a rehab facility , judge says . The sentence is part of a deal Brown 's lawyer reached with the prosecutor . Brown 's probation officer demands the boy be ordered to rehab . His arrest in Washington still threatens Brown 's freedom .