2-Methoxybenzaldehyde → HCID 54423307、化合物

HRID 1383438ノート

反応式

HRID 1383438 の反応式
C([Li])CCC.[Cl-].[CH3:7][S:8][CH2:9][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[CH3:29][O:30][C:31]1[CH:38]=[CH:37][CH:36]=[CH:35][C:32]=1[CH:33]=O>O1CCCC1>[CH3:29][O:30][C:31]1[CH:38]=[CH:37][CH:36]=[CH:35][C:32]=1[CH:33]=[CH:7][S:8][CH3:9]

参加物

5

反応物 3

HCID 86582-MethoxybenzaldehydeHCID 3083732[(Methylsulfanyl)methyl](triphenyl)phosphanium chlorideHCID 178418339Butyllithium

生成物 1

HCID 54423307HCID 54423307、化合物収率 729.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

実験手順

2.6 ml of a 1.6 M butyllithium solution in tetrahydrofuran are slowly added dropwise at 0° C. to a solution of 1.5 g of methylmercaptomethyl-triphenyl-phosphonium chloride in anhydrous tetrahydrofuran. After 1 hour, 5.7 g of 2-methoxybenzaldehyde in 50 ml of tetrahydrofuran are added and the resulting mixture is stirred for a further 12 hours at ambient temperature. The solvent is distilled off in vacuo and the residue remaining is taken up in diethylether. After extraction with dilute, aqueous HCl solution, aqueous Na2CO3 solution (17%) and washing with water, the collected organic phases are dried and the solvent is distilled off in vacuo. Chromatography on silica gel (cyclohexane:ethyl acetate 90:10) yields 5.5 g of 1-methoxy-2-(2-methylsulphanyl-vinyl)-benzene.

後処理

  1. distillationThe solvent is distilled off in vacuo
  2. extractionAfter extraction
  3. additionwith dilute
  4. washaqueous HCl solution, aqueous Na2CO3 solution (17%) and washing with water
  5. customthe collected organic phases are dried
  6. distillationthe solvent is distilled off in vacuo

出典と根拠

ORDレコード
ord-236008df97d24241b329fa892340c4fc
出典データセット
uspto-grants-2001_07
特許番号
US06255327B1

反応ノート

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