Ethyl Bromide → Diethyl (R)-(2-(4-benzyl-2-oxooxazolidin-3-yl)-2-oxoethyl)phosphonate

HRID 736920ノート

反応式

HRID 736920 の反応式
[CH2:1]([C@@H:8]1[CH2:12][O:11][C:10](=[O:13])[N:9]1[C:14](=[O:17])[CH2:15]Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:18]([O:20][P:21]([O:25]CC)[O:22][CH2:23][CH3:24])[CH3:19].C(Br)C>>[CH2:18]([O:20][P:21]([CH2:15][C:14]([N:9]1[C@H:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:12][O:11][C:10]1=[O:13])=[O:17])(=[O:25])[O:22][CH2:23][CH3:24])[CH3:19]

参加物

4

反応物 3

HCID 6332Ethyl BromideHCID 31215Triethyl phosphiteHCID 118086442-Oxazolidinone, 3-(bromoacetyl)-4-(phenylmethyl)-, (4R)-

生成物 1

HCID 11187374Diethyl (R)-(2-(4-benzyl-2-oxooxazolidin-3-yl)-2-oxoethyl)phosphonate

実験手順

A solution of 168.0 g (0.56 mol) (R)-4-benzyl-3-(2-bromo-acetyl)-oxazolidin-2-one and 188.6 mL (1.1 mol) of triethylphosphite was stirred for 1.5 h at 60° C., while the ethylbromide formed was distilled off. The reaction mixture was concentrated by evaporation i. vac. and the residue remaining was purified by chromatography on silica gel. The desired product was obtained in the form of a yellowish-brown oil.

後処理

  1. customformed
  2. distillationwas distilled off
  3. concentrationThe reaction mixture was concentrated by evaporation i
  4. customand the residue remaining was purified by chromatography on silica gel

出典と根拠

ORDレコード
ord-79ad2354fe634f50857badcb6b35f6fa
出典データセット
uspto-grants-2009_09
特許番号
US07595312B2

反応ノート

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