Acetyl chloride → trans 3-(Acetylthiomethyl)-2-oxo-1-azacyclodecane-10-carboxylic acid

HRID 21967

반응식

HRID 21967 반응식
[SH:1][CH2:2][C@H:3]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C@H:6]([C:13]([OH:15])=[O:14])[NH:5][C:4]1=[O:16].[C:17](Cl)(=[O:19])[CH3:18]>N1C=CC=CC=1>[C:17]([S:1][CH2:2][C@H:3]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C@H:6]([C:13]([OH:15])=[O:14])[NH:5][C:4]1=[O:16])(=[O:19])[CH3:18]

참가 물질

4

반응물 2

HCID 6367Acetyl chlorideHCID 86747203Trans 3-mercaptomethyl-2-oxo-1-azacyclodecane-10-carboxylic acid

생성물 1

HCID 86747202trans 3-(Acetylthiomethyl)-2-oxo-1-azacyclodecane-10-carboxylic acid

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

Trans 3-mercaptomethyl-2-oxo-1-azacyclodecane-10-carboxylic acid (0.75 g, 3.06 mmol) is dissolved in pyridine (20 mL). Acetyl chloride (0.26 g, 3.37 mmol) is added, and the reaction is stirred at room temperature overnight. The reaction is quenched by cooling to 0° C., adding concentrated hydrochloric acid (20 mL), diluting with water, and extracting several times with ethyl acetate. The combined organic layers are dried (MgSO4), and the solvent is evaporated to give trans 3-(acetylthiomethyl)-2-oxo-1-azacyclodecane-10-carboxylic acid, MS: M+1=288.

후처리

  1. customThe reaction is quenched
  2. temperatureby cooling to 0° C.
  3. additionadding concentrated hydrochloric acid (20 mL)
  4. additiondiluting with water
  5. extractionextracting several times with ethyl acetate
  6. dry with materialThe combined organic layers are dried (MgSO4)
  7. customthe solvent is evaporated

출처 및 근거

ORD 기록
ord-59dc5b80135948aba5d46d8e397c7604
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05426103

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