Hydride → HCID 22120170, compound

HRID 1603081Notes

Reaction equation

HRID 1603081 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. additionwere introduced into a three-necked flask
  2. filtrationThe salt was filtered off
  3. customthe filtrate was evaporated
  4. custom1.91 g (99%) of the expected alcohol was recovered

Sources & evidence

ORD record
ord-8075aad4a1b04ba29cca73e7c191edff
Source dataset
uspto-grants-1999_11
Patent number
US05985928

Reaction notes

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