Sodium borohydride → Methyl 2-(4-hydroxymethylphenoxy)propionate

HRID 482427Notes

Reaction equation

HRID 482427 reaction equation
[CH:1]([C:3]1[CH:15]=[CH:14][C:6]([O:7][CH:8]([CH3:13])[C:9]([O:11][CH3:12])=[O:10])=[CH:5][CH:4]=1)=[O:2].[BH4-].[Na+]>CO>[OH:2][CH2:1][C:3]1[CH:15]=[CH:14][C:6]([O:7][CH:8]([CH3:13])[C:9]([O:11][CH3:12])=[O:10])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 18981016Methyl 2-(4-formylphenoxy)propanoate

Product 1

HCID 18759642Methyl 2-(4-hydroxymethylphenoxy)propionateYield 83.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

By the method of Example 1, Step G, 11.1 g (0.0533 mole) of methyl 2-(4-formylphenoxy)propionate and 2.02 g (0.0533 mole) of sodium borohydride were reacted in methanol, yielding 9.31 g of methyl 2-(4-hydroxymethylphenoxy)propionate as a yellow oil. The NMR spectrum was consistent with the proposed structure.

Sources & evidence

ORD record
ord-680b883fb65b40a5ae136934f369be29
Source dataset
uspto-grants-1998_08
Patent number
US05798316

Reaction notes

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