Water → 5-Bromo-3-(3-methoxypropyl)benzo[d]oxazol-2(3H)-one

HRID 216931

反応式

HRID 216931 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8](=[O:10])[NH:7][C:6]=2[CH:11]=1.CS(O[CH2:17][CH2:18][CH2:19][O:20][CH3:21])(=O)=O.C(=O)([O-])[O-].[K+].[K+].O>C(#N)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8](=[O:10])[N:7]([CH2:17][CH2:18][CH2:19][O:20][CH3:21])[C:6]=2[CH:11]=1

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 268532-Benzoxazolinone, 5-bromo-HCID 116939633-Methoxypropyl methanesulfonate

生成物 1

HCID 595686035-Bromo-3-(3-methoxypropyl)benzo[d]oxazol-2(3H)-one収率 102%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
70 °C

実験手順

A mixture of 5-bromobenzo[d]oxazol-2(3H)-one (1.1 g), 3-methoxypropyl methanesulfonate (1.297 g) and potassium carbonate (2.131 g) in acetonitrile (25 mL) was heated at 70° C. for 16 h. Water was added and the mixture was extracted with ethyl acetate (3 times). The organic layers were dried (MgSO4), evaporated and purified by flash chromatography (silica, isohexane-acetone (5:1) as eluent) to give the sub-titled compound (1.50 g) as an oil.

後処理

  1. extractionthe mixture was extracted with ethyl acetate (3 times)
  2. dry with materialThe organic layers were dried (MgSO4)
  3. customevaporated
  4. custompurified by flash chromatography (silica, isohexane-acetone (5:1) as eluent)

出典と根拠

ORDレコード
ord-fec2372dda034954aea9c090d9c7a41d
出典データセット
uspto-grants-2012_06
特許番号
US08193239B2

関連ノート

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