Carbon Disulfide → 4-(Tetrahydrofuran-2-ylmethylthiocarbamoylsulfanyl)-butyric acid methyl ester

HRID 352571

反応式

HRID 352571 の反応式
[CH2:1]([NH2:7])[CH:2]1[O:6][CH2:5][CH2:4][CH2:3]1.[OH-].[Na+].[C:10](=[S:12])=[S:11].Cl[CH2:14][CH2:15][CH2:16][C:17]([O:19][CH3:20])=[O:18]>CCO>[CH3:20][O:19][C:17](=[O:18])[CH2:16][CH2:15][CH2:14][S:11][C:10](=[S:12])[NH:7][CH2:1][CH:2]1[CH2:3][CH2:4][CH2:5][O:6]1

参加物

6

反応物 4

HCID 6348Carbon DisulfideHCID 14798Sodium HydroxideHCID 76612Butanoic acid, 4-chloro-, methyl esterHCID 253298Tetrahydrofurfurylamine

生成物 1

HCID 99037334-(Tetrahydrofuran-2-ylmethylthiocarbamoylsulfanyl)-butyric acid methyl ester

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of tetrahydofurfurylamine (2 mL) in EtOH (20 mL) were added 5 N NaOH (3.9 mL) and carbon disulfide (1.17 mL), and the mixture was stirred for 1.5 h. Methyl 4-chlorobutyrate (2.4 mL) was then added, and the mixture was stirred overnight. Upon quenching with saturated NaCl solution the mixture was extracted with ether. Chromatography on silica gel gave the desired 4-(tetrahydrofuran-2-ylmethylthiocarbamoylsulfanyl)-butyric acid methyl ester product (1.1 g).

後処理

  1. stirringthe mixture was stirred overnight
  2. customUpon quenching with saturated NaCl solution the mixture
  3. extractionwas extracted with ether

出典と根拠

ORDレコード
ord-4bd9eb844c2a4b3f994ea8ed6e3ff0e7
出典データセット
uspto-grants-2004_06
特許番号
US06747061B2

関連ノート

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