4-Toluenesulfonyl chloride → 1-(3-Nitro-5-(trifluoromethyl)phenyl)ethyl 4-methylbenzenesulfonate

HRID 2200142노트

반응식

HRID 2200142 반응식
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7](Cl)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[N+:12]([C:15]1[CH:16]=[C:17]([CH:25]([OH:27])[CH3:26])[CH:18]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:20]=1)([O-:14])=[O:13].C(N(CC)CC)C>ClCCl>[CH3:11][C:1]1[CH:6]=[CH:5][C:4]([S:7]([O:27][CH:25]([C:17]2[CH:18]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:20]=[C:15]([N+:12]([O-:14])=[O:13])[CH:16]=2)[CH3:26])(=[O:9])=[O:8])=[CH:3][CH:2]=1

참가 물질

5

반응물 3

HCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 90020647HCID 90020647, 화합물

생성물 1

HCID 900212721-(3-Nitro-5-(trifluoromethyl)phenyl)ethyl 4-methylbenzenesulfonate수율 80.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Add p-toluenesulfonyl chloride (1.7 g, 8.9 mmol) dropwise at 0° C. to the mixture of 1-(3-nitro-5-(trifluoromethyl)phenyl)ethanol (520 mg, 2.23 mmol) and triethylamine (1.4 g, 13.4 mmol) in dichloromethane (20 mL), stir the resulting mixture for 12 hrs at ambient temperature. Concentrate the mixture under reduced pressure to get a residue, purify the residue by chromatography (silica gel, EtOAc:PE=1:10) to afford the title compound (700 mg, 80.6%).

후처리

  1. concentrationConcentrate the mixture under reduced pressure
  2. customto get a residue
  3. custompurify the residue by chromatography (silica gel, EtOAc:PE=1:10)

출처 및 근거

ORD 기록
ord-5b1a1e6a98ea45049fbf43d95f007627
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09359338B2

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