Sodium Hydroxide → HCID 21247553, compound

HRID 619988Notes

Reaction equation

HRID 619988 reaction equation
[C:1]1([CH:7]([CH2:11][CH2:12][C:13](=[O:17])[CH2:14][CH2:15][CH3:16])[C:8]([OH:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+].[OH-].[Na+]>CO>[C:1]1([CH:7]([CH2:11][CH2:12][CH:13]([OH:17])[CH2:14][CH2:15][CH3:16])[C:8]([OH:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 4311764Sodium borohydrideHCID 21247865HCID 21247865, compound

Product 1

HCID 21247553HCID 21247553, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2.34 g of 2-phenyl-5-oxooctanoic acid, 0.3 g of NaBH4, 0.5 g of NaOH and 25 ml of methanol is boiled for 5 hours and worked up as usual. 2-Phenyl-5-hydroxyoctanoic acid is formed as an intermediate but is not isolated. 2-Oxo-3-phenyl-6-propyltetrahydropyran is obtained.

Sources & evidence

ORD record
ord-5ae1a70388764b41bace7306bc93e1e6
Source dataset
uspto-grants-1989_04
Patent number
US04818431

Reaction notes

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