Hydroxyphenylacetic acid → 4-Benzyloxyphenylacetic acid ethyl ester

HRID 2268453

반응식

HRID 2268453 반응식
CN([CH:4]=[O:5])C.[OH:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14]([OH:16])=O)=[CH:9][CH:8]=1.[CH2:17](Br)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[C:25](=O)([O-])[O-].[K+].[K+]>O>[CH2:17]([O:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:13][C:14]([O:5][CH2:4][CH3:25])=[O:16])=[CH:11][CH:12]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

참가 물질

6

반응물 4

HCID 127Hydroxyphenylacetic acidHCID 6228DimethylformamideHCID 7498Benzyl BromideHCID 11430Potassium Carbonate

생성물 1

HCID 27374284-Benzyloxyphenylacetic acid ethyl ester

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A DMF (100 ml) suspension of 4-hydroxyphenylacetic acid (10.0 g, 55.5 mmols), benzyl bromide (7.93 ml, 66.6 mmols) and potassium carbonate (23.1 g, 167 mmols) was stirred at room temperature for 6 hours. Water was added to the reaction mixture, which was then extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium chloride solution, and then dried. The solvent was evaporated out in vacuo, and the resulting crude product was purified by silica gel column chromatography (hexane alone to hexane:ethyl acetate=10:1) to obtain the entitled compound (14.6 g) as an oil.

후처리

  1. extractionwas then extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materiala saturated aqueous sodium chloride solution, and then dried
  4. customThe solvent was evaporated out in vacuo
  5. customthe resulting crude product was purified by silica gel column chromatography (hexane alone to hexane

출처 및 근거

ORD 기록
ord-860093b5ec2149b08be6b63f182ac349
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06326369B1

연결된 노트

불러오는 중…