6,7-Dichloro-5-hydroxy-2,2-dimethyl-indan-1-one → 2,2-Dimethyl-6,7-dichloro-1,5-indanediol

HRID 597003Notes

Reaction equation

HRID 597003 reaction equation
[CH3:1][C:2]1([CH3:15])[CH2:10][C:9]2[C:4](=[C:5]([Cl:13])[C:6]([Cl:12])=[C:7]([OH:11])[CH:8]=2)[C:3]1=[O:14].[H-].COCCO[Al+]OCCOC.[Na+].[H-]>O1CCCC1>[CH3:1][C:2]1([CH3:15])[CH2:10][C:9]2[C:4](=[C:5]([Cl:13])[C:6]([Cl:12])=[C:7]([OH:11])[CH:8]=2)[CH:3]1[OH:14]

Participants

4

Reactant 2

HCID 123955876,7-Dichloro-5-hydroxy-2,2-dimethyl-indan-1-oneHCID 21584525Sodium bis(2-methoxyethoxy)aluminiumhydride

Product 1

HCID 214494882,2-Dimethyl-6,7-dichloro-1,5-indanediol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2,2-Dimethyl-6,7-dichloro-1,5-indanediol is prepared following substantially the same procedure described in Example 4, Step E, using the following substances: 2,2-dimethyl-5-hydroxy-6,7-dichloro-1-indanone (6.1 g., 0.025 mole); sodium bis-(2-methoxyethoxy)-aluminum hydride (70% in benzene) 8 ml.; tetrahydrofuran (75 ml.). The above procedure gives 2,2-dimethyl-6,7-dichloro-1,5-indanediol.

Workup

  1. custom2,2-Dimethyl-6,7-dichloro-1,5-indanediol is prepared

Sources & evidence

ORD record
ord-c5dc353dcc3745b08c4de033e7e5275c
Source dataset
uspto-grants-1977_03
Patent number
US04012524

Reaction notes

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