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

HRID 2200142ノート

反応式

HRID 2200142 の反応式
[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

参加物

5

反応物 3

HCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 90020647HCID 90020647、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-5b1a1e6a98ea45049fbf43d95f007627
出典データセット
uspto-grants-2016_06
特許番号
US09359338B2

反応ノート

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