乙醇 → 2-(2-Hydroxyethyl)-4,5-dihydro-6,8-dimethylnaphtho[1,2-b]thiophene

HRID 131651

反应方程式

HRID 131651 反应方程式
B.[Na].[C:3]([C:6]1[S:10][C:9]2[C:11]3[C:16]([CH2:17][CH2:18][C:8]=2[CH:7]=1)=[C:15]([CH3:19])[CH:14]=[C:13]([CH3:20])[CH:12]=3)(=O)[CH3:4].[Cl-].[NH4+].C([OH:25])C>>[OH:25][CH2:4][CH2:3][C:6]1[S:10][C:9]2[C:11]3[C:16]([CH2:17][CH2:18][C:8]=2[CH:7]=1)=[C:15]([CH3:19])[CH:14]=[C:13]([CH3:20])[CH:12]=3

参与物

5

反应物 4

HCID 702乙醇HCID 25517氯化铵HCID 111728952-Acetyl-4,5-dihydro-6,8-dimethylnaphtho[1,2-b]thiopheneHCID 178418435HCID 178418435，化合物

产物 1

HCID 231173512-(2-Hydroxyethyl)-4,5-dihydro-6,8-dimethylnaphtho[1,2-b]thiophene

实验过程

0.18 g of sodium boron hydride was added under nitrogen replacement and ice cooling to a 10 mL ethanol solution of 0.50 g of the compound obtained in Example 1, and the system was stirred for 2 hours at room temperature. After the reaction, reduced-pressure solvent distillation was performed, a saturated ammonium chloride aqueous solution was added under ice cooling, extraction was performed with ethyl acetate, and the organic layer was washed with saturated brine, dried with magnesium sulfate, and then subjected to reduced-pressure solvent distillation, and the residue was refined by silica gel column chromatography (25% ethyl acetate/hexane) to obtain 0.50 g of 2-(2-hydroxyethyl)-4,5-dihydro-6,8-dimethylnaphtho[1,2-b]thiophene (Table 9-1) in the form of a brown solid.

后处理

  1. customAfter the reaction, reduced-pressure solvent distillation
  2. extractionextraction
  3. washthe organic layer was washed with saturated brine
  4. dry with materialdried with magnesium sulfate
  5. distillationsubjected to reduced-pressure solvent distillation

来源与证据

ORD记录
ord-e3b5a964cd8a4940b83478373bd39f6f
来源数据集
uspto-grants-2008_06
专利号
US07384974B2

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