Ethyl Thioglycolate → Ethyl 4-[(2-ethoxy-2-oxoethyl)thio]butanoate

HRID 595070

반응식

HRID 595070 반응식
[Na].[SH:2][CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].Cl[CH2:10][CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14]>C(O)C>[CH2:7]([O:6][C:4]([CH2:3][S:2][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])=[O:5])[CH3:8]

참가 물질

5

반응물 3

HCID 12185Ethyl ThioglycolateHCID 18474Ethyl 4-chlorobutyrateHCID 5360545Sodium2회

생성물 1

HCID 2778847Ethyl 4-[(2-ethoxy-2-oxoethyl)thio]butanoate수율 95.3%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
0 °C

실험 절차

Sodium metal (4.3 g, 0.18 mol) was added cautiously in small portions to ethanol (150 mL). After the sodium completely dissolved, the mixture was cooled to 0° C. and ethyl 2-sulfanylacetate (21.9 g, 0.18 mol), was added. Ethyl 4-chlorobutanoate (27.4 g, 0.18 mol) was then added slowly and the resulting mixture stirred overnight at rt. The solid was filtered off, and then the filtrate concentrated under reduced pressure. The oil obtained was partitioned between water and ethyl acetate. The organic layer was collected, dried over anhydrous Na2SO4 and concentrated under vacuum to give the desired ethyl 4-((ethoxycarbonyl)methylthio)butanoate (40.2 g, 95%) as colorless oil. The crude material was used without further purification in the follow step.

후처리

  1. filtrationThe solid was filtered off
  2. concentrationthe filtrate concentrated under reduced pressure
  3. customThe oil obtained
  4. customwas partitioned between water and ethyl acetate
  5. customThe organic layer was collected
  6. dry with materialdried over anhydrous Na2SO4
  7. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-38879612a4614b2f9eb66bbcecbe9b03
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242993B2

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