Benzyl Bromide → Benzyl 2-hydroxystearate

HRID 1790826

반응식

HRID 1790826 반응식
[OH:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[C:3]([OH:5])=[O:4].CC(C)([O-])C.[K+].[CH2:28](Br)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>CN(C=O)C>[OH:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[C:3]([O:5][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:4]

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 694172-Hydroxystearic acidHCID 23665647Potassium tert-butoxide

생성물 1

HCID 22035791Benzyl 2-hydroxystearate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
60 °C

실험 절차

To a stirred solution of DL-2-hydroxystearic acid (3.0 g, 10 mmole) in 20 ml dry DMF was added potassium tert-butoxide (1.23 g, 11 mmole) and the mixture was stirred for one hour at 60° C. Benzyl bromide (2.14 g, 12.5 mmole) was added and the mixture was stirred for six hours at 80° C. The mixture was evaporated under reduced pressure and 100 ml ethyl acatate was added. The organic phase was separated and washed four times with water. The organic phase was dried with sodium sulfate and concentrated in vacuo. The product was isolated by silica gel column chromatography. Yield: 3.3 g

후처리

  1. stirringthe mixture was stirred for six hours at 80° C
  2. customThe mixture was evaporated under reduced pressure and 100 ml ethyl acatate
  3. additionwas added
  4. customThe organic phase was separated
  5. washwashed four times with water
  6. dry with materialThe organic phase was dried with sodium sulfate
  7. concentrationconcentrated in vacuo
  8. customThe product was isolated by silica gel column chromatography

출처 및 근거

ORD 기록
ord-7eaf5d761c6343b78b4c37dfaf2a2b7a
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07071173B2

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