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HRID1173827

反应详情

EQUATION

反应方程式

HRID 1173827 的结构方程式

REACTANTS

反应物

3
结构：Clc1c(CBr)sc2ccccc12
HCID816708

未命名化合物

结构：CC(C)[N-]C(C)C.[Li+]
HCID2724682

2-Propanamine, N-(1-methylethyl)-, lithium salt

C6H14LiN

结构：CC(C)(C)[Si](C)(C)O[C@H]1CC[C@H](N2CCCCC2=O)CC1
HCID178455338

未命名化合物

PRODUCTS

生成物

1
结构：CC(C)(C)[Si](C)(C)O[C@H]1CC[C@H](N2CCCC(Cc3sc4ccccc4c3Cl)C2=O)CC1
HCID178455349

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

1
结构：C1CCOC1
溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

Place trans-1-[4-(tert-Butyl-dimethyl-silanyloxy)-cyclohexyl]-piperidin-2-one, (300 mg, 0.96 mmol) in 7.0 mL of THF, cool to −78° C. and treat with 2.0 M LDA (0.72 mL, 1.5 mmol). Stir for 5.0 minutes, treat with 2-bromomethyl-3-chloro-benzo[b]thiophene (375 mg, 1.5 mmol) and stir overnight at room temperature. Quench reaction with ammonium chloride, extract with dichloromethane, dry over sodium sulfate and purify via silica chromatography (ethyl acetate/hexanes 0-25%) affords 310 mg (65

WORKUP

后处理

  1. stirringstir overnight at room temperature
  2. customQuench
  3. customreaction with ammonium chloride
  4. extractionextract with dichloromethane
  5. dry with materialdry over sodium sulfate
  6. custompurify via silica chromatography (ethyl acetate/hexanes 0-25%)
  7. customaffords 310 mg (65