Hydride → HCID 22120170, compound

HRID 963532Notes

Reaction equation

HRID 963532 reaction equation
[CH3:1][C:2]1([CH3:29])[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2[CH:7]=[C:6]([O:14][C:15]3[CH:16]=[C:17]4[C:22](=[CH:23][CH:24]=3)[C:21]([C:25](OC)=[O:26])=[CH:20][CH:19]=[CH:18]4)[CH:5]=[CH:4][C:3]1=2.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.S([O-])([O-])(=O)=O.[Na+].[Na+].[H-]>C1COCC1>[CH3:1][C:2]1([CH3:29])[CH2:11][CH2:10][C:9]([CH3:12])([CH3:13])[C:8]2[CH:7]=[C:6]([O:14][C:15]3[CH:16]=[C:17]4[C:22](=[CH:23][CH:24]=3)[C:21]([CH2:25][OH:26])=[CH:20][CH:19]=[CH:18]4)[CH:5]=[CH:4][C:3]1=2

Participants

6

Reactant 4

HCID 166653HydrideHCID 15388981HCID 15388981, compoundHCID 21226445Aluminium lithium hydrideHCID 45051631Sodium sulphate hydrate

Product 1

HCID 22120170HCID 22120170, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2 g (5.1 mmol) of methyl 6-(5,6,7,8-tetra-hydro-5,5,8,8-tetramethyl-2-naphthyloxy)naphthoate (prepared in Example 1(a)) and 60 ml of THF were introduced into a three-necked flask. 300 mg (7.7 mmol) of lithium aluminum hydride were introduced under a stream of nitrogen, and the mixture was stirred at room temperature for two hours. Sodium sulfate hydrate was added, and the mixture was stirred until the excess hydride had hydrolysed. The salt was filtered off and the filtrate was evaporated. 1.91 g (99%) of the expected alcohol was recovered, having a melting point of 131°-3° C.

Workup

  1. filtrationThe salt was filtered off
  2. customthe filtrate was evaporated
  3. custom1.91 g (99%) of the expected alcohol was recovered

Sources & evidence

ORD record
ord-92aa1f44e8ab461aa06934ba8f775bdf
Source dataset
uspto-grants-1998_06
Patent number
US05763487

Reaction notes

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