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Hydrochloric Acid → 6,7-Dihydroxy-4-thiaoctanoic acid methyl ester

HRID 1720803
ノート
印刷プレビュー

反応式

HRID 1720803 の反応式
[O:1]1[CH2:6][CH:2]1[CH:3]([OH:5])[CH3:4].Cl.[SH:8][CH2:9][CH2:10][C:11]([O:13][CH3:14])=[O:12]>C(Cl)Cl.C[O-].[Na+]>[CH3:14][O:13][C:11](=[O:12])[CH2:10][CH2:9][S:8][CH2:6][CH:2]([OH:1])[CH:3]([OH:5])[CH3:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 18050Methyl 3-mercaptopropionateHCID 115934311-(Oxiran-2-yl)ethan-1-ol

生成物 1

HCID 106798886,7-Dihydroxy-4-thiaoctanoic acid methyl ester収率 55%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 10942334Sodium Methoxide溶媒
このページの内容参加物実験手順後処理出典と根拠反応ノート

実験手順

To a solution of 3,4-epoxy-2-butanol as obtained in Reference Example 43 (1.13 g) in methylene chloride (4 ml), methyl 3-mercaptopropionate (2.00 ml) and sodium methylate (260 μl) were added under ice cooling conditions, followed by stirring at room temperature for 1 day. To the reaction mixture, 1N hydrochloric acid was added, and the mixture was extracted with ethyl acetate; the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=2:1) to yield the title compound (1.47 g, yield 55%) as a colorless oily substance.

後処理

  1. additionwere added under ice cooling conditions
  2. extractionthe mixture was extracted with ethyl acetate
  3. distillationthe solvent was distilled off under reduced pressure
  4. customThe resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=2:1)

出典と根拠

ORDレコード
ord-5de6a0153ba54a78b04b9d334bd4a2b7
出典データセット
uspto-grants-1996_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05506267

反応ノート

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