Glycine, N-(4-chlorophenyl)-, ethyl ester → (E)-ethyl 2-((4-chlorophenyl)(4,4,4-trifluoro-3-oxobut-1-en-1-yl)amino)acetate

HRID 2167399ノート

反応式

HRID 2167399 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][CH:3]=1.C(O/[CH:18]=[CH:19]/[C:20](=[O:25])[C:21]([F:24])([F:23])[F:22])C>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8](/[CH:18]=[CH:19]/[C:20](=[O:25])[C:21]([F:24])([F:23])[F:22])[CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 302644Glycine, N-(4-chlorophenyl)-, ethyl esterHCID 5709222(3E)-4-Ethoxy-1,1,1-trifluoro-3-buten-2-one

生成物 1

HCID 90442473(E)-ethyl 2-((4-chlorophenyl)(4,4,4-trifluoro-3-oxobut-1-en-1-yl)amino)acetate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
50 °C

実験手順

A mixture of ethyl 2-((4-chlorophenyl)amino)acetate (10.0 g, 46.8 mmol) and (E)-4-ethoxy-1,1,1-trifluorobut-3-en-2-one (11.0 g, 65.5 mmol) in DCM (150 mL) was heated overnight at 50° C. The resulting mixture was concentrated and then triturated with 20% EtOAc/heptane and the resulting solid filtered and washed with heptane to yield (E)-ethyl 2-((4-chlorophenyl)(4,4,4-trifluoro-3-oxobut-1-en-1-yl)amino)acetate.

後処理

  1. concentrationThe resulting mixture was concentrated
  2. customtriturated with 20% EtOAc/heptane
  3. filtrationthe resulting solid filtered
  4. washwashed with heptane

出典と根拠

ORDレコード
ord-2d110231f27c4eb3a7dc7a085e9ae8c8
出典データセット
uspto-grants-2015_06
特許番号
US09045454B2

反応ノート

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