Boron tribromide → (4-Hydroxy-3-methylphenyl)acetic acid

HRID 1180165노트

반응식

HRID 1180165 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([CH2:10][C:11]([OH:13])=[O:12])[CH:5]=[CH:6][C:7]=1[O:8]C.B(Br)(Br)Br>C(Cl)Cl>[OH:8][C:7]1[CH:6]=[CH:5][C:4]([CH2:10][C:11]([OH:13])=[O:12])=[CH:3][C:2]=1[CH3:1]

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 1382764-Methoxy-3-methylphenylacetic acid

생성물 1

HCID 23440817(4-Hydroxy-3-methylphenyl)acetic acid수율 75%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 3-methyl-4-methoxyphenylacetic acid (2.3 g., 12.8 mmol) in anh CH2Cl2, cooled to 0° C., was added 15 ml of a solution of BBr3 (1.0 M in CH2Cl2) via syringe. After addition was complete, the reaction was allowed to warm to room temperature and then quenched with 5 ml water. The CH2Cl2 was removed and the residue was extracted with ethyl acetate. The organic layer was dried over MgSO4, filtered and concentrated to yield the title compound (1.58 g, 75% yield): ES-MS (m/z) 167 [M+H]+.

후처리

  1. additionAfter addition
  2. customquenched with 5 ml water
  3. customThe CH2Cl2 was removed
  4. extractionthe residue was extracted with ethyl acetate
  5. dry with materialThe organic layer was dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8d0f9f5c09634412acf4e8d6b1b7ff23
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07279489B2

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