Water → HCID 58247927、化合物

HRID 339104

反応式

HRID 339104 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:12](=O)[C:13]([F:16])([F:15])[F:14])[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[NH2:18]CC1C=C(C=CC=1)CN.O>C1(C)C=CC=CC=1.CC1C=CC(S(O)(=O)=O)=CC=1.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:12]([NH2:18])[C:13]([F:16])([F:15])[F:14])[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1

参加物

6

反応物 3

HCID 962WaterHCID 151331,3-Benzenedimethanamine2 回HCID 534149821-[3-Chloro-5-(trifluoromethyl)phenyl]-2,2,2-trifluoroethan-1-one

生成物 1

HCID 58247927HCID 58247927、化合物収率 65.9%

試薬・触媒・溶媒 2

HCID 521998p-Toluenesulfonic acid monohydrate触媒HCID 1140Toluene溶媒

実験手順

To a solution of 24.5 g of 1-[3-chloro-5-(trifluoromethyl)phenyl]-2,2,2-trifluoroethanone (88 mmol, 1 eq) in 200 ml of toluene were added 13.6 g of m-(aminomethyl)benzylamine (100 mmol, 1.13 eq). After the addition of a catalytic amount of p-TsOH.H2O (˜100 mg), the mixture was refluxed on a water separator for 12 h (approx. 5 ml of water were removed). Thereafter, another 5.5 g of m-(aminomethyl)benzylamine (40 mmol) were added and the mixture was boiled for a further 11 h. Subsequently, the toluene was distilled off (760 Torr). The resulting crude product was distilled under high vacuum (30-105° C. at 0.5 Ton). Further distillation by means of a Vigreux column (b.p. 105-108° C. at 25 Torr) gives 16.0 g of 1-[3-chloro-5-(trifluoromethyl)phenyl]-2,2,2-trifluoroethanamine (58 mmol, 65%) as a clear liquid.

後処理

  1. custom(approx. 5 ml of water were removed)
  2. waitthe mixture was boiled for a further 11 h
  3. distillationSubsequently, the toluene was distilled off (760 Torr)
  4. distillationThe resulting crude product was distilled under high vacuum (30-105° C. at 0.5 Ton)
  5. distillationFurther distillation by means of a Vigreux column (b.p. 105-108° C. at 25 Torr)

出典と根拠

ORDレコード
ord-29fec5e9c9bf4e5eb5957df42af08315
出典データセット
uspto-grants-2014_11
特許番号
US08889878B2

関連ノート

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