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Sulfuric Acid → 4-(5-Chloropyridin-2-yl)cyclohex-3-enecarboxylic acid

HRID 1174720
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인쇄 미리보기

반응식

HRID 1174720 반응식
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][C:9]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][N:14]=2)(O)[CH2:8][CH2:7]1)=[O:5])C.S(=O)(=O)(O)O>O>[Cl:19][C:16]1[CH:17]=[CH:18][C:13]([C:9]2[CH2:10][CH2:11][CH:6]([C:4]([OH:5])=[O:3])[CH2:7][CH:8]=2)=[N:14][CH:15]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 1118Sulfuric AcidHCID 684258024-(5-Chloropyridin-2-yl)-4-hydroxycyclohexanecarboxylic acid ethyl ester

생성물 1

HCID 684282604-(5-Chloropyridin-2-yl)cyclohex-3-enecarboxylic acid

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
60 °C

실험 절차

A mixture of 4-(5-chloropyridin-2-yl)-4-hydroxycyclohexanecarboxylic acid ethyl ester (1.6 g) and sulfuric acid (5 ml) is heated at 60° C. for 15 minutes. After addition of water (0.4 ml) the mixture is again heated at 60° C. for 20 minutes. The cooled reaction mixture was diluted with water and washed with dichloromethane. The aqueous phase was adjusted to pH 7 with sodium bicarbonate solution and extracted with dichloromethane. The organic phase was dried over sodium sulfate and concentrated. The product with the molecular weight of 237.69 (C12H12ClNO2); MS (ESI): 238 (M+H+) was obtained in this way.

후처리

  1. temperatureis again heated at 60° C. for 20 minutes
  2. customThe cooled reaction mixture
  3. washwashed with dichloromethane
  4. extractionextracted with dichloromethane
  5. dry with materialThe organic phase was dried over sodium sulfate
  6. concentrationconcentrated
  7. customMS (ESI): 238 (M+H+) was obtained in this way

출처 및 근거

ORD 기록
ord-fc68b2520565457ca075498e22057d91
출처 데이터셋
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07838547B2

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