Water → HCID 10594951, compound

HRID 1780848Notes

Reaction equation

HRID 1780848 reaction equation
[CH3:1][O:2][C:3]1([O:25][CH3:26])[CH2:8][CH2:7][C:6]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]([O:19][CH:20]3[CH2:24][CH2:23][CH2:22][CH2:21]3)[CH:12]=2)([CH:9]=[O:10])[CH2:5][CH2:4]1.[BH4-].[Na+].O>COCCOC>[CH3:26][O:25][C:3]1([O:2][CH3:1])[CH2:8][CH2:7][C:6]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]([O:19][CH:20]3[CH2:21][CH2:22][CH2:23][CH2:24]3)[CH:12]=2)([CH2:9][OH:10])[CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 10546597HCID 10546597, compound

Product 1

HCID 10594951HCID 10594951, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

To a solution of 4-(3-cyclopentyloxy-4-methoxyphenyl)-4-formylcyclohexan-1-one dimethyl ketal (0.24 g, 0.66 mmol) in 1,2-dimethoxy-ethane (5 mL) under an argon atmosphere was added sodium borohydride (0.05 g, 1.3 mmol) and the mixture was stirred at room temperature for 0.75 h. Water was added, the mixture was partitioned between ether and water, was extracted twice with ether, the organic exact was dried (,potassium carbonate) and evaporated to an oil (0.19 g, 79%).

Workup

  1. customthe mixture was partitioned between ether and water
  2. extractionwas extracted twice with ether
  3. dry with materialthe organic exact was dried (,potassium carbonate)
  4. customevaporated to an oil (0.19 g, 79%)

Sources & evidence

ORD record
ord-9cc1ca0732d0491b900f1c4c0c3b280d
Source dataset
uspto-grants-1997_05
Patent number
US05631286

Reaction notes

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