Methanol → 4-Chloro-1-naphthalenemethanol

HRID 1296847Notes

Reaction equation

HRID 1296847 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH:12]=[O:13])=[CH:4][CH:3]=1.CO.[BH4-].[Na+].[OH-].[K+]>O.C1COCC1>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12][OH:13])=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 887MethanolHCID 14797Potassium HydroxideHCID 2307714-chloronaphthalene-1-carbaldehydeHCID 4311764Sodium borohydride2×

Product 1

HCID 127491444-Chloro-1-naphthalenemethanol

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

This compound was prepared in the manner of Step C, Example 1, using 2.1 grams (0.01 1 mole) of 4-chloronaphthalenecarbaldehye, 70 mL of methanol, 20 mL of THF, and 2 grams (0.054 mole) of sodium borohydride. This preparation differs in that sodium borohydride was used rather than a solution of potassium hydroxide in water. The yield of the title compound was 1.9 grams.

Workup

  1. customThis compound was prepared in the manner of Step C, Example 1

Sources & evidence

ORD record
ord-adb5eddd80e149cba1fb8ba589412716
Source dataset
uspto-grants-2007_07
Patent number
US07247756B2

Reaction notes

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