Carbon tetrabromide → 4-bromomethyl-5-(3,5-dichlorophenylthio)-1-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester

HRID 1862472노트

반응식

HRID 1862472 반응식
[CH2:1]([O:3][C:4]([C:6]1[C:10]([CH2:11]O)=[C:9]([S:13][C:14]2[CH:19]=[C:18]([Cl:20])[CH:17]=[C:16]([Cl:21])[CH:15]=2)[N:8]([CH:22]([CH3:24])[CH3:23])[N:7]=1)=[O:5])[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:45]>ClCCl>[CH2:1]([O:3][C:4]([C:6]1[C:10]([CH2:11][Br:45])=[C:9]([S:13][C:14]2[CH:19]=[C:18]([Cl:20])[CH:17]=[C:16]([Cl:21])[CH:15]=2)[N:8]([CH:22]([CH3:24])[CH3:23])[N:7]=1)=[O:5])[CH3:2]

참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 693543045-(3,5-dichlorophenylthio)-4-hydroxymethyl-1-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester

생성물 1

HCID 693555624-bromomethyl-5-(3,5-dichlorophenylthio)-1-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester수율 62.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 504 mg 5-(3,5-dichlorophenylthio)-4-hydroxymethyl-1-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester in 5 ml of dichloromethane was added 375 mg of triphenylphosphine and 474 mg of carbon tetrabromide. The reaction mixture was stirred overnight. The solvent was removed and the residue was purified by flash chromatography on silica gel using diethyl ether/iso-hexane for the elution to give 367 mg of 4-bromomethyl-5-(3,5-dichlorophenylthio)-1-isopropyl-1H-pyrazole-3-carboxylic acid ethyl ester as a colourless gum. Mass spectrum (ES) m/z 451 [M+H]+.

후처리

  1. customThe solvent was removed
  2. customthe residue was purified by flash chromatography on silica gel
  3. washfor the elution

출처 및 근거

ORD 기록
ord-b3b433b13407481f94a27ec444dd1119
출처 데이터셋
uspto-grants-2003_03
특허 번호
US06538015B1

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