1,5-Pentanediol → 1-(z,z,z-Octadeca-6,9,12-trienoyloxy)-5-hydroxypentane

HRID 1268426

반응식

HRID 1268426 반응식
[C:1](Cl)(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5]/[CH:6]=[CH:7]\[CH2:8]/[CH:9]=[CH:10]\[CH2:11]/[CH:12]=[CH:13]\[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[OH:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][OH:27].C(N(CC)CC)C>CN(C1C=CN=CC=1)C.C(Cl)Cl>[C:1]([O:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][OH:27])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5]/[CH:6]=[CH:7]\[CH2:8]/[CH:9]=[CH:10]\[CH2:11]/[CH:12]=[CH:13]\[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

참가 물질

6

반응물 3

HCID 81051,5-PentanediolHCID 8471TriethylamineHCID 11770936gamma-Linolenoyl Chloride

생성물 1

HCID 867589521-(z,z,z-Octadeca-6,9,12-trienoyloxy)-5-hydroxypentane

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

z,z,z-Octadeca-6,9,12-trienoyl chloride (2 g) was added dropwise to a solution of 1,5-dihydroxypentane (3.5 g), triethylamine (0.94 ml) and 4-(N,N-dimethylamino)pyridine (0.2 g) in methylene chloride (50 ml) with stirring at 0° C. under nitrogen. On completion of reaction as evidenced by tic the reaction mixture was washed with dilute hydrochloric acid and water, dried and purified by column chromatography yielding 1-(z,z,z-octadeca-6,9,12-trienoyloxy)-5-hydroxypentane as a pale yellow oil.

후처리

  1. customOn completion of reaction
  2. washwas washed with dilute hydrochloric acid and water
  3. customdried
  4. custompurified by column chromatography

출처 및 근거

ORD 기록
ord-eedcf5fb534c4f6a8caf20bd555c7406
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06555700B1

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