Sodium borohydride → Methyl 2-(2-hydroxymethyl-4-ethylphenoxy)propionate

HRID 482437Notes

Reaction equation

HRID 482437 reaction equation
[CH:1]([C:3]1[CH:15]=[C:14]([CH2:16][CH3:17])[CH:13]=[CH:12][C:4]=1[O:5][CH:6]([CH3:11])[C:7]([O:9][CH3:10])=[O:8])=[O:2].[BH4-].[Na+].C[O-].[Na+]>CO>[OH:2][CH2:1][C:3]1[CH:15]=[C:14]([CH2:16][CH3:17])[CH:13]=[CH:12][C:4]=1[O:5][CH:6]([CH3:11])[C:7]([O:9][CH3:10])=[O:8]

Participants

5

Reactant 3

HCID 4311764Sodium borohydrideHCID 10942334Sodium MethoxideHCID 18981013Methyl 2-(2-formyl-4-ethylphenoxy)propionate

Product 1

HCID 18981032Methyl 2-(2-hydroxymethyl-4-ethylphenoxy)propionateYield 52.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

By the method of Example 1, Step G, 49.16 grams (0.21 mole) of methyl 2-(2-formyl-4-ethylphenoxy)propionate, 2.04 grams (0.054 mole) of sodium borohydride, and 0.79 gram (0.0147 mole) of sodium methoxide were reacted in 100 mL of methanol, yielding 26.06 grams of methyl 2-(2-hydroxymethyl-4-ethylphenoxy)propionate. The NMR spectrum was consistent with the proposed spectrum.

Sources & evidence

ORD record
ord-7c113bf556634fd28bafde97c6b31804
Source dataset
uspto-grants-1998_08
Patent number
US05798316

Reaction notes

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