Hydrochloric Acid → Phenyl N-(2-chloro-4-hydroxyphenyl)carbamate

HRID 869488노트

반응식

HRID 869488 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[Cl:9].N1C=CC=CC=1.Cl[C:17]([O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:18].Cl>CN(C)C=O.C(OCC)(=O)C.O>[Cl:9][C:3]1[CH:4]=[C:5]([OH:8])[CH:6]=[CH:7][C:2]=1[NH:1][C:17](=[O:18])[O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 15891Phenyl chloroformateHCID 871844-Amino-3-chlorophenol

생성물 1

HCID 11277058Phenyl N-(2-chloro-4-hydroxyphenyl)carbamate

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To a suspension of 4-amino-3-chlorophenol (23.7 g) in N,N-dimethylformamide (100 mL) was added pyridine (23.4 mL) while cooling in an ice bath, and phenyl chloroformate (23.2 mL) was added dropwise below 20° C. After stirring at room temperature for 30 min, water (400 mL), ethyl acetate (300 mL), and 6N—HCl (48 mL) were added and stirred. The organic layer was separated, washed twice with a 10% aqueous sodium chloride solution (200 mL), and dried over magnesium sulfate. The solvent was evaporated to give 46 g of the titled compound as a solid.

후처리

  1. temperaturewhile cooling in an ice bath
  2. stirringstirred
  3. customThe organic layer was separated
  4. washwashed twice with a 10% aqueous sodium chloride solution (200 mL)
  5. dry with materialdried over magnesium sulfate
  6. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-ed2df2442ec44fdeb272a87a6d5aae69
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969379B2

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