Cyclohexylamine → 4-Bromo-N-cyclohexyl-2-fluorobenzamide

HRID 2041182ノート

反応式

HRID 2041182 の反応式
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[C:4]([F:11])[CH:3]=1.C(N(CC)CC)C.[CH:19]1([NH2:25])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1>C(Cl)Cl>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH:25][CH:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)=[O:7])=[C:4]([F:11])[CH:3]=1

参加物

5

反応物 3

HCID 7965CyclohexylamineHCID 8471TriethylamineHCID 27340264-Bromo-2-fluorobenzoyl chloride

生成物 1

HCID 90711954-Bromo-N-cyclohexyl-2-fluorobenzamide収率 98.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Dissolve 4-bromo-2-fluoro-benzoyl chloride (1 g, 4.21 mmol) in DCM and cool the solution in an ice bath. Add triethylamine (0.87 mL, 6.32 mmol) and cyclohexylamine (502 mg, 5.1 mmol) and stir the mixture at ambient temperature for 2 h. Partition the reaction mixture between brine and DCM. Dry the organic layer over Na2SO4, filter and concentrate in vacuo to give the desired intermediate as a white solid (1.24 g, 98%).

後処理

  1. temperaturecool the solution in an ice bath
  2. customPartition the reaction mixture between brine and DCM
  3. dry with materialDry the organic layer over Na2SO4
  4. filtrationfilter
  5. concentrationconcentrate in vacuo

出典と根拠

ORDレコード
ord-c481262aacb84c81ac8d51d9dc446261
出典データセット
uspto-grants-2013_11
特許番号
US08580780B2

反応ノート

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