Water → 2,2-Dimethyl-n-[3-(trifluoromethyl)phenyl]propanamide

HRID 6425

反応式

HRID 6425 の反応式
[C:1](Cl)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[F:8][C:9]([F:18])([F:17])[C:10]1[CH:11]=[C:12]([CH:14]=[CH:15][CH:16]=1)[NH2:13].C(N(CC)CC)C.O>CCOCC>[CH3:3][C:2]([CH3:5])([CH3:4])[C:1]([NH:13][C:12]1[CH:14]=[CH:15][CH:16]=[C:10]([C:9]([F:8])([F:17])[F:18])[CH:11]=1)=[O:6]

参加物

6

反応物 4

HCID 962WaterHCID 73753-(Trifluoromethyl)anilineHCID 8471TriethylamineHCID 62493Pivaloyl chloride

生成物 1

HCID 7143392,2-Dimethyl-n-[3-(trifluoromethyl)phenyl]propanamide収率 98.3%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

A solution of pivaloyl chloride (3.62 g; 30 mmol) in 40 ml dry ether was added dropwise at room temperature to a mixture of 3-trifluoromethyl-aniline (4.83 g, 30 mmol) and triethylamine (4.25 ml, 30.5 mmol). This was stirred at room temperature for a period of 14 hours and then poured into 200 ml water, extracted with ether (2×100 ml). The combined ether extracts were washed successively with 0.5 HCl (100 ml); water (2×50 ml); 7% KOH (100 ml) and water (2×50 ml). The ether solution was dried with MgSO4 and concentrated in vacuo to give a white solid (7.23 gm, 98%, m.p. 112.5° C.). The 2,2-dimethyl-3'-trifluoromethyl-propionanilide was recrystallized with dichloromethane and petroleum ether mixture.

後処理

  1. extractionextracted with ether (2×100 ml)
  2. washThe combined ether extracts were washed successively with 0.5 HCl (100 ml)
  3. dry with materialThe ether solution was dried with MgSO4
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-6cab89fbffc94bf8aa8d99d718c666ee
出典データセット
uspto-grants-1993_09
特許番号
US05248781

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