Hydrochloric Acid → Methyl 2,4-dimethoxy-5-(1-hydroxy)ethylbenzoate

HRID 2293553Notes

Reaction equation

HRID 2293553 reaction equation
[C:1]([C:4]1[C:5]([O:16][CH3:17])=[CH:6][C:7]([O:14][CH3:15])=[C:8]([CH:13]=1)[C:9]([O:11][CH3:12])=[O:10])(=[O:3])[CH3:2].[BH4-].[Na+].Cl>CO>[CH3:15][O:14][C:7]1[CH:6]=[C:5]([O:16][CH3:17])[C:4]([CH:1]([OH:3])[CH3:2])=[CH:13][C:8]=1[C:9]([O:11][CH3:12])=[O:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 21477069Methyl 5-acetyl-2,4-dimethoxybenzoate

Product 1

HCID 21477022Methyl 2,4-dimethoxy-5-(1-hydroxy)ethylbenzoate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 1.00 g portion of methyl 5-acetyl-2,4-dimethoxybenzoate was dissolved in 10 ml of methanol, and 0.24 g of sodium borohydride was added in small portions. After 10 minutes of stirring at room temperature, 1N hydrochloric acid aqueous solution was added thereto, and the thus precipitated product of interest was collected by filtration, washed with water and then dried under a reduced pressure to give 0.90 g of methyl 2,4-dimethoxy-5-(1-hydroxy)ethylbenzoate.

Workup

  1. filtrationthe thus precipitated product of interest was collected by filtration
  2. washwashed with water
  3. customdried under a reduced pressure

Sources & evidence

ORD record
ord-a2a29f1b0f534dbcae7e109d2d062d19
Source dataset
uspto-grants-1997_11
Patent number
US05686482

Reaction notes

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