(5-Carboxypentyl)triphenylphosphanium bromide → 14-Hydroxy-7-methyl-pentadec-6-enoic acid

HRID 1383288

반응식

HRID 1383288 반응식
[Br-].[C:2]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([OH:4])=[O:3].[OH:29][CH:30]([CH3:40])[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][C:37](=O)[CH3:38]>O1CCCC1>[OH:29][CH:30]([CH3:40])[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][C:37]([CH3:38])=[CH:9][CH2:8][CH2:7][CH2:6][CH2:5][C:2]([OH:4])=[O:3]

참가 물질

4

반응물 2

HCID 2779280(5-Carboxypentyl)triphenylphosphanium bromideHCID 211874079-Hydroxy-2-decanone

생성물 1

HCID 7375300214-Hydroxy-7-methyl-pentadec-6-enoic acid수율 98.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

325 g (0.7 mol) of (5-carboxypentyl)triphenylphosphonium bromide were dissolved in 1500 ml of tetrahydrofuran. After the addition of 180 g (1.6 mol) of potassium t-butylate in 700 ml of tetrahydrofuran the mixture was treated with 175 g (0.71 mol) of 9-hydroxy-2-decanone (70% purity). After usual work up 186 g of crude 14-hydroxy-7-methyl-pentadec-6-enoic acid were obtained. This product was dissolved in 400 ml of methanol and, after the addition of 5 ml of concentrated sulphuric acid, heated to reflux for 2 hours. After work up, bulb-tube distillation and chromatography 102 g (50%) of methyl 14-hydroxy-7-methyl- pentadec-6-enoate were obtained having the following characteristics:

출처 및 근거

ORD 기록
ord-bc42591867964792bde017d4e9f14f30
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06255276B1

연결된 노트

불러오는 중…