Sodium Hydroxide → HCID 54569489, compound

HRID 1824718Notes

Reaction equation

HRID 1824718 reaction equation
[H-].[Na+].[Br:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]=[C:9]([OH:14])[CH:8]=[CH:7]2.Br[CH2:16][CH2:17][O:18][CH3:19].[OH-:20].[Na+]>CN(C)C=O>[Br:3][C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:14][CH2:16][CH2:17][O:18][CH3:19])[CH:10]=2)[C:5]=1[OH:20]

Participants

6

Reactant 4

HCID 14798Sodium HydroxideHCID 24758Sodium hydrideHCID 271446-Bromo-2-naphthalenolHCID 809722-Bromoethyl methyl ether

Product 1

HCID 54569489HCID 54569489, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Sodium hydride (60%, 5.3 g, 134 mmol) was added in small portions to a mixture of 6-bromo-2-naphthol (25.0 g, 112 mmol), 2-bromoethylmethylether (17.1 g, 123 mmol) and dimethylformamide (150 ml). The mixture was stirred at room temperature for 5 h. Aqueous sodium hydroxide (200 ml, 1 M) was added, and the mixture was allowed to stir overnight. The crystals were filtered. Yield 28.2 g, 89%. Mp 54–55° C.

Workup

  1. stirringto stir overnight
  2. filtrationThe crystals were filtered

Sources & evidence

ORD record
ord-f139ea95b6c44c969d945a041da8ac0a
Source dataset
uspto-grants-2006_05
Patent number
US07045522B2

Reaction notes

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