Hydrochloric Acid → Benzyl (4-hydroxyphenyl)carbamate

HRID 1780283노트

반응식

HRID 1780283 반응식
C(=O)([O-])O.[Na+].[CH2:6]([O:13][C:14](Cl)=[O:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[CH:17]1[C:22]([NH2:23])=[CH:21][CH:20]=[C:19]([OH:24])[CH:18]=1.Cl>O.O1CCOCC1>[CH2:6]([O:13][C:14]([NH:23][C:22]1[CH:17]=[CH:18][C:19]([OH:24])=[CH:20][CH:21]=1)=[O:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 4034-AminophenolHCID 10387Benzyl chloroformateHCID 516892Sodium Bicarbonate

생성물 1

HCID 293061Benzyl (4-hydroxyphenyl)carbamate수율 85.2%

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane용매

실험 절차

10.1 g (0.12 mol) of sodium hydrogencarbonate and 17.2 ml (0.12 mol) of benzyloxycarbonyl chloride were added at 0° C. to a suspension of 12.5 g (0.11 mol) of p-aminophenol in 100 ml of a 1:1 by volume mixture of dioxane and water, and the mixture was stirred at room temperature for 18 hours. At the end of this time, the reaction mixture was acidified with 2N aqueous hydrochloric acid and extracted with ethyl acetate. The organic extract was washed with water and dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, and the residue was triturated with a 1:1 by volume mixture of hexane and diethyl ether, to give 22.8 g of the title compound as colorless crystals, melting at 156°-157° C.

후처리

  1. extractionextracted with ethyl acetate
  2. extractionThe organic extract
  3. washwas washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was removed by distillation under reduced pressure
  6. customthe residue was triturated with a 1:1 by volume mixture of hexane and diethyl ether

출처 및 근거

ORD 기록
ord-743e0762572c41b68936fb6d51ce2c03
출처 데이터셋
uspto-grants-1997_05
특허 번호
US05629406

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