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

HRID 216931

반응식

HRID 216931 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
70 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-fec2372dda034954aea9c090d9c7a41d
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193239B2

연결된 노트

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