Potassium Carbonate → benzyl 2-(2,3-dihydro-6-hydroxymethyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanoate

HRID 377570ノート

反応式

HRID 377570 の反応式
C(=O)([O-])[O-].[K+].[K+].C([O:10][CH2:11][C:12]1[O:17][CH2:16][N:15]([C:18]([CH3:30])([CH3:29])[C:19]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[O:20])[C:14](=[O:31])[C:13]=1[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)(=O)C>O.CO>[OH:10][CH2:11][C:12]1[O:17][CH2:16][N:15]([C:18]([CH3:30])([CH3:29])[C:19]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[O:20])[C:14](=[O:31])[C:13]=1[C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1

参加物

5

反応物 2

HCID 11430Potassium CarbonateHCID 19354621benzyl 2-(6-acetoxymethyl-2,3-dihydro-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanoate

生成物 1

HCID 19354618benzyl 2-(2,3-dihydro-6-hydroxymethyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanoate収率 103.2%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

A solution of potassium carbonate (0.96 g) in water was added in portions to a stirred solution of benzyl 2-(6-acetoxymethyl-2,3-dihydro-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanoate (2.70 g) in methanol at 0° C. The mixture was stirred at ambient temperature for 1 hour and the solvent was evaporated under reduced pressure. The residue was acidified with 2 M hydrochloric acid, extracted with diethyl ether, the extract was dried (magnesium sulphate) and the solvent evaporated under reduced pressure to give benzyl 2-(2,3-dihydro-6-hydroxymethyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanoate (2.51 g) as a yellow gum, NMR (CDCl3) 1.6(s,6H), 4.15(s,2H), 5.1(s,2H), 5.3(s,2H), 7.26-7.42(m,10H).

後処理

  1. customthe solvent was evaporated under reduced pressure
  2. extractionextracted with diethyl ether
  3. dry with materialthe extract was dried (magnesium sulphate)
  4. customthe solvent evaporated under reduced pressure

出典と根拠

ORDレコード
ord-b0c513d3445c40e39356cd76a9895888
出典データセット
uspto-grants-2000_02
特許番号
US06028032

反応ノート

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