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Sodium Hydroxide → HCID 11141777、化合物

HRID 377566
ノート
印刷プレビュー

反応式

HRID 377566 の反応式
[OH-].[Na+].[CH3:3][S:4][CH2:5][C:6]1[O:11][CH2:10][N:9]([C:12]([CH3:19])([CH3:18])[C:13]([O:15]CC)=[O:14])[C:8](=[O:20])[C:7]=1[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(O)C.O1CCOCC1.O>[CH3:3][S:4][CH2:5][C:6]1[O:11][CH2:10][N:9]([C:12]([CH3:19])([CH3:18])[C:13]([OH:15])=[O:14])[C:8](=[O:20])[C:7]=1[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 14798Sodium HydroxideHCID 19354572HCID 19354572、化合物

生成物 1

HCID 11141777HCID 11141777、化合物収率 38.7%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒2 回HCID 312751,4-Dioxane溶媒

反応条件

温度
60 °C

実験手順

A solution of sodium hydroxide (16.43 g) in 10 water was added to a stirred solution of ethyl 2-(2,3-dihydro-6-methylthiomethyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanoate (68 g) in a mixture of ethanol and 1,4-dioxan. The solution was heated at 60° C. for 6 hours, allowed to cool and the solvent was removed under reduced pressure to give an orange oil which was dissolved in water. The aqueous solution was washed with dichloromethane, acidified to pH 1 with concentrated hydrochloric acid, extracted with dichloromethane, the extract dried (magnesium sulphate) and evaporated under reduced pressure. The residue was purified by chromatography on silica gel, eluting with dichloromethane/ethyl acetate to give 2-(2,3-dihydro-6-methylthiomethyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylpropanoic acid (24.2 g) as a yellow solid, m.p. 136-137° C.

後処理

  1. temperatureto cool
  2. customthe solvent was removed under reduced pressure
  3. customto give an orange oil which
  4. washThe aqueous solution was washed with dichloromethane
  5. extractionextracted with dichloromethane
  6. dry with materialthe extract dried (magnesium sulphate)
  7. customevaporated under reduced pressure
  8. customThe residue was purified by chromatography on silica gel
  9. washeluting with dichloromethane/ethyl acetate

出典と根拠

ORDレコード
ord-58038c6d686241d8b1c4fd33627180f6
出典データセット
uspto-grants-2000_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06028032

反応ノート

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