Methyl 3-mercaptopropionate → HCID 20462179, 화합물

HRID 326107노트

반응식

HRID 326107 반응식
BrCCCCCCCCCCCO.C([O-])CCCCC.[Na+].P(Br)(Br)Br.Br[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][O:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44].[SH:45][CH2:46][CH2:47][C:48](OC)=[O:49].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C[O-].[Na+].N1C=CC=CC=1>[CH2:39]([O:38][CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][S:45][CH2:46][CH2:47][CH2:48][OH:49])[CH2:40][CH2:41][CH2:42][CH2:43][CH3:44]

참가 물질

9

반응물 6

HCID 18050Methyl 3-mercaptopropionateHCID 24614Phosphorus tribromideHCID 7416311-Bromo-1-undecanolHCID 20462175HCID 20462175, 화합물HCID 21226445Aluminium lithium hydrideHCID 236936241-Hexanol, sodium salt (1:1)

생성물 1

HCID 20462179HCID 20462179, 화합물

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 10942334Sodium Methoxide용매

실험 절차

11-Bromoundecan-1-ol (m.p. 45°-48° C. ) is reacted with sodium hexanolate and the syrupy product obtained is reacted with phosphorus tribromide in the presence of pyridine. The structure of the oil obtained is confirmed by mass spectroscopy as being 11-bromoundecyloxyhexane. This bromo compound is reacted with methyl β-mercaptopropionate in sodium methylate solution and the oil obtained is then reduced with lithium aluminium hydride to give 3-(11-hexyloxyundecylthio)-propanol; m.p. 27°-29° C. Phosphorylation and choline ester formation in a manner analogous to that described in Example 20C gives the desired end product in a yield of 55% of theory in the form of a monohydrate which sinters at 98° C. and decomposes at 226°-229° C.

후처리

  1. customthe syrupy product obtained
  2. customThe structure of the oil obtained
  3. customthe oil obtained

출처 및 근거

ORD 기록
ord-14e774b6cda84077bd52635928c7a7db
출처 데이터셋
uspto-grants-1984_04
특허 번호
US04444766

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