Benzyl Bromide → Benzyl 2-(3-(benzyloxy)phenyl)acetate

HRID 1358027노트

반응식

HRID 1358027 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:18](Br)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CN(C=O)C>[C:19]1([CH2:18][O:1][C:2]2[CH:3]=[C:4]([CH2:8][C:9]([O:11][CH2:8][C:4]3[CH:5]=[CH:6][CH:7]=[CH:2][CH:3]=3)=[O:10])[CH:5]=[CH:6][CH:7]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 121223'-Hydroxyphenylacetic acid

생성물 1

HCID 15470856Benzyl 2-(3-(benzyloxy)phenyl)acetate수율 198.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 3-hydroxyphenyl acetic acid (5.0 g, 0.03 mol) in DMF (25 ml) was added potassium carbonate (12.4 g, 0.09 mol). The reaction was allowed to stir for twenty minutes at which time benzyl bromide (8.9 ml, 0.075 mol) was added to the flask. The reaction was allowed to stir overnight. Solvent was removed. The reaction was diluted with water and extracted with ethyl acetate. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated to yield the title compound (9.9 g, 99% yield): ES-MS (m/z) 243 [M+H]+.

후처리

  1. additionwas added to the flask
  2. customSolvent was removed
  3. additionThe reaction was diluted with water
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-ff7c6aa591504d5ba680d55652d990b5
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06593322B1

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