Hydrochloric Acid → ME-92

HRID 869489노트

반응식

HRID 869489 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 23135084ME-92수율 77%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-b3be12d52daf4451a488438eb32a3ee0
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969379B2

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