Hydrochloric Acid → ME-92

HRID 557485노트

반응식

HRID 557485 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.O.[C:20](OCC)(=O)[CH3:21].Cl.C[N:28]([CH3:31])C=O>C1(N)CC1>[Cl:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]([NH:28][CH:31]1[CH2:21][CH2:20]1)=[O:18]

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 6228DimethylformamideHCID 8857Ethyl AcetateHCID 11277058Phenyl N-(2-chloro-4-hydroxyphenyl)carbamate

생성물 1

HCID 23135084ME-92수율 77%

시약·촉매·용매 1

HCID 69828Cyclopropylamine용매

실험 절차

After dissolving phenyl N-(2-chloro-4-hydroxyphenyl)carbamate in N,N-dimethylformamide (100 mL), cyclopropylamine (22.7 mL) was added while cooling on ice and the mixture was stirred overnight at room temperature. Water (400 mL), ethyl acetate (300 mL) and 6N HCl (55 mL) were then added, the mixture was stirred and the organic layer was separated. The organic layer was washed twice with 10% brine (200 mL), and dried over magnesium sulfate. Prism crystals obtained by concentrating the solvent were filtered and washed with heptane to give 22.8 g of the title compound (77% yield from 4-amino-3-chlorophenol).

후처리

  1. additionwas added
  2. temperaturewhile cooling on ice
  3. stirringthe mixture was stirred
  4. customthe organic layer was separated
  5. washThe organic layer was washed twice with 10% brine (200 mL)
  6. dry with materialdried over magnesium sulfate
  7. customPrism crystals obtained
  8. concentrationby concentrating the solvent
  9. filtrationwere filtered
  10. washwashed with heptane

출처 및 근거

ORD 기록
ord-400e308257f046759d7da59bd36aa46c
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08058474B2

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