Hydrochloric Acid → ME-92

HRID 869489ノート

反応式

HRID 869489 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10](=[O:18])OC1C=CC=CC=1.[CH:19]1([NH2:22])[CH2:21][CH2:20]1.O.Cl>CN(C)C=O.C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]([NH:22][CH:19]1[CH2:21][CH2:20]1)=[O:18]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 69828CyclopropylamineHCID 11277058Phenyl N-(2-chloro-4-hydroxyphenyl)carbamate

生成物 1

HCID 23135084ME-92収率 77%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of phenyl N-(2-chloro-4-hydroxyphenyl)carbamate in N,N-dimethylformamide (100 mL) was added cyclopropylamine (22.7 mL) while cooling in an ice bath, and the stirring was continued at room temperature overnight. Water (400 mL), ethyl acetate (300 mL), and 6N—HCl (55 mL) were added thereto, and the mixture was stirred. The organic layer was then separated, washed twice with a 10% aqueous sodium chloride solution (200 mL), and dried over magnesium sulfate. The solvent was evaporated to give prism crystals, which were collected by filtration and washed with heptane to give 22.8 g of the titled compound (yield from 4-amino-3-chlorophenol: 77%).

後処理

  1. temperaturewhile cooling in an ice bath
  2. customThe organic layer was then separated
  3. washwashed twice with a 10% aqueous sodium chloride solution (200 mL)
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was evaporated
  6. customto give prism crystals, which
  7. filtrationwere collected by filtration
  8. washwashed with heptane

出典と根拠

ORDレコード
ord-b3be12d52daf4451a488438eb32a3ee0
出典データセット
uspto-grants-2015_03
特許番号
US08969379B2

反応ノート

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