Sodium hydride → HCID 58640416, compound

HRID 1350830Notes

Reaction equation

HRID 1350830 reaction equation
[CH3:1][C:2]1([CH3:13])[CH2:11][CH2:10][CH2:9][C:8]2[CH:7]=[C:6]([OH:12])[CH:5]=[CH:4][C:3]1=2.[H-].[Na+].Br[CH2:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19]>O1CCCC1>[CH3:1][C:2]1([CH3:13])[CH2:11][CH2:10][CH2:9][C:8]2[CH:7]=[C:6]([O:12][CH2:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH:5]=[CH:4][C:3]1=2

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 79177tert-Butyl bromoacetateHCID 202877025,5-DIMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-OL

Product 1

HCID 58640416HCID 58640416, compoundYield 85.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 5,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-ol (2.0 g, 11.3 mmol), 60% sodium hydride (542 mg, 13.2 mmol), tert-butyl bromoacetate (3.3 g, 17 mmol) and tetrahydrofuran (THF) (10 ml) was treated in the same procedure described in Example 3(a) to furnish 2.8 g of the title compound as a white solid.

Workup

  1. additionwas treated in the same procedure

Sources & evidence

ORD record
ord-e45a36b684a04e32a319486166f23bda
Source dataset
uspto-grants-2007_05
Patent number
US07214824B2

Reaction notes

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