Potassium Carbonate → t-Butyl 4-benzyloxycarbonylaminophenoxyacetate

HRID 1900877노트

반응식

HRID 1900877 반응식
Br[CH2:2][C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4].[CH2:10]([O:17][C:18]([NH:20][C:21]1[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][CH:22]=1)=[O:19])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:10]([O:17][C:18]([NH:20][C:21]1[CH:22]=[CH:23][C:24]([O:27][CH2:2][C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4])=[CH:25][CH:26]=1)=[O:19])[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 79177tert-Butyl bromoacetateHCID 293061Benzyl (4-hydroxyphenyl)carbamate

생성물 1

HCID 23370045t-Butyl 4-benzyloxycarbonylaminophenoxyacetate

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

t-Butyl bromoacetate (15.5 ml) was added dropwise over 10 minutes to a mixture of the product of step (a) (21 g), anhydrous potassium carbonate (20 g) and acetone (450 ml). On completion of the addition the reaction mixture was stirred at ambient temperature overnight. Insoluble material was removed by filtration and the filtrate was evaporated to dryness. The solid residue was crystallised from ethyl acetate to give t-butyl 4-benzyloxycarbonylaminophenoxyacetate (25.1 g) as a white solid: m.p. 109°-110° C.; NMR Spectrum (DMSO-d6) 1.42 (9H, s), 4.56 (2H, s), 5.12 (2H, s), 6.82 (2H, d), 7.31-7.43 (7H, m), 9.54 (1H, br s).

후처리

  1. additionOn completion of the addition the reaction mixture
  2. customInsoluble material was removed by filtration
  3. customthe filtrate was evaporated to dryness
  4. customThe solid residue was crystallised from ethyl acetate

출처 및 근거

ORD 기록
ord-1b6fd3ef9ef040fb8fe66a12c8713e04
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05576334

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