Methyl 2-methyl-3-(phenylmethoxy)propanoate → 3-Benzyloxy-2-methylpropan-1-ol

HRID 427125

Reaction equation

HRID 427125 reaction equation
C[O:2][C:3](=O)[CH:4]([CH3:14])[CH2:5][O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[H-].COCCO[Al+]OCCOC.[Na+].[H-]>>[CH2:7]([O:6][CH2:5][CH:4]([CH3:14])[CH2:3][OH:2])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 13531536Methyl 2-methyl-3-(phenylmethoxy)propanoateHCID 21584525Sodium bis(2-methoxyethoxy)aluminiumhydride

Product 1

HCID 5622083-Benzyloxy-2-methylpropan-1-olYield 90.5%

Procedure

Reduction of the rac.-methyl-3-benzyloxy-2-methylpropionate was carried out with sodium bis(2-methoxyethoxy)-aluminum hydride using the procedure described in Example 9. Distillation of the crude product afforded the rac. 3-benzyloxy-2-methyl-1-propanol in 90.5% yield as a colorless liquid, b.p. 94°-98° C. (0.1 mm Hg.).

Workup

  1. distillationDistillation of the crude product

Sources & evidence

ORD record
ord-c5ab853d4d95439d85c5463da6a87d08
Source dataset
uspto-grants-1979_10
Patent number
US04172958

Linked notes

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