Hydride → HCID 22120170, compound

HRID 1274101Notes

Reaction equation

HRID 1274101 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 is 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
  4. customis of 131°-3° C.

Sources & evidence

ORD record
ord-3d7d8a3c066a403f81399b8c75046a6f
Source dataset
uspto-grants-2000_12
Patent number
US06156750

Reaction notes

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