Potassium Carbonate → t-Butyl 4-benzyloxycarbonylaminophenoxyacetate

HRID 1900877ノート

反応式

HRID 1900877 の反応式
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

参加物

5

反応物 3

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

生成物 1

HCID 23370045t-Butyl 4-benzyloxycarbonylaminophenoxyacetate

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-1b6fd3ef9ef040fb8fe66a12c8713e04
出典データセット
uspto-grants-1996_11
特許番号
US05576334

反応ノート

読み込み中…