Methyl 3-mercaptopropionate → HCID 20462179、化合物

HRID 326107ノート

反応式

HRID 326107 の反応式
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]

参加物

9

反応物 6

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

生成物 1

HCID 20462179HCID 20462179、化合物

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 10942334Sodium Methoxide溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-14e774b6cda84077bd52635928c7a7db
出典データセット
uspto-grants-1984_04
特許番号
US04444766

反応ノート

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