Guaiacol → Guaiacol benzoate

HRID 1736495Notes

Reaction equation

HRID 1736495 reaction equation
[C:1]1([O:8][CH3:9])[C:2](=[CH:4][CH:5]=[CH:6][CH:7]=1)O.[C:10](Cl)(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[OH-:19].[Na+]>>[C:10]([O:17][C:7]1[CH:6]=[CH:5][CH:4]=[CH:2][C:1]=1[O:8][CH3:9])(=[O:19])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 3

HCID 460GuaiacolHCID 7412Benzoyl chlorideHCID 14798Sodium Hydroxide

Product 1

HCID 68272Guaiacol benzoate

Procedure

A stirred, ice-cold, aqueous solution of sodium hydroxide (250 mL; 15% w/v) is treated, dropwise, with guaiacol (22 mL), followed by benzoyl chloride (25.5 mL), and the mixture is stirred for a further period of 40 minutes. The resulting crystalline white solid is filtered off, washed with water, and dried, to give 2-methoxyphenyl benzoate (29.2 g), m.p. 59°-60° C. [Elemental analysis: C,73.3; H,5.2%; calculated: C,73.7; H,5.3%].

Workup

  1. filtrationThe resulting crystalline white solid is filtered off
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-8a3da84385b6415e8713801b96fd837e
Source dataset
uspto-grants-1996_07
Patent number
US05541219

Reaction notes

Loading…