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

HRID 352571

반응식

HRID 352571 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-4bd9eb844c2a4b3f994ea8ed6e3ff0e7
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06747061B2

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