Water → HCID 10594951, compound

HRID 2399421Notes

Reaction equation

HRID 2399421 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>CCCC>[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 7843ButaneSolvent

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-dimethyl-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 extract 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. extractionthe organic extract
  4. dry with materialwas dried (potassium carbonate)
  5. customevaporated to an oil (0.19 g, 79%)

Sources & evidence

ORD record
ord-0e93f7afaaa5430985c3b5891dc5f8a3
Source dataset
uspto-grants-1995_09
Patent number
US05449686

Reaction notes

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