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HRID1348608

反应详情

EQUATION

反应方程式

HRID 1348608 的结构方程式

REACTANTS

反应物

3
结构：C=CCBr
HCID7841

Allyl bromide

C3H5Br

结构：[H-].[Na+]
HCID24758

Sodium hydride

HNa

结构：C[C@H]1Oc2ccc(F)cc2NC(=O)[C@H]1NC(=O)OC(C)(C)C
HCID67076781

未命名化合物

PRODUCTS

生成物

1
结构：C=CCN1C(=O)[C@@H](NC(=O)OC(C)(C)C)[C@@H](C)Oc2ccc(F)cc21
HCID67076945

未命名化合物

收率 99.3%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CN(C)C=O
溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

2 次

PROCEDURE

实验过程

To a suspension of 0.28 g (6.44 mmol) sodium hydride in 40 ml dimethylformamide were added at 0° C. 2.0 g (6.44 mmol) ((6R,7S)-2-fluoro-6-methyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl)-carbamic acid tert-butyl ester in 20 ml dimethylformamide. After 30 minutes 0.55 ml (6.44 mmol) allyl bromide was added. Stirring was continued for 3 hours. Extraction with ethylacetate/water and chromatography on silicagel with heptane to ethylacetate/heptane 1:1 yielded 2.24 g (99%) ((6R,7S)-9-allyl-2-fluoro-6-methyl-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl)-carbamic acid tert-butyl ester, MS m/e (%): 351.2 (M+H+, 80), 295.3 (100), 251.1 (82).

WORKUP

后处理

  1. additionwere added at 0° C
  2. extractionExtraction with ethylacetate/water and chromatography on silicagel with heptane to ethylacetate/heptane 1:1