Benzyl Chloride → 3-(Benzyloxy)-4-methylbenzoic acid

HRID 1440441Notes

Reaction equation

HRID 1440441 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH3:11])[C:5]([OH:7])=[O:6].[CH2:12](Cl)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.OC1C=CC(C(OC2C3C(=C(OC(=O)C4C=CC(O)=CC=4)C4C(C=3)=CC=CC=4)C=CC=2OC(=O)C2C=CC(O)=CC=2)=O)=CC=1>>[CH2:12]([O:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH3:11])[C:5]([OH:7])=[O:6])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 3

HCID 7503Benzyl ChlorideHCID 685123-Hydroxy-4-methylbenzoic acidHCID 229032281,2,10-Tris(4-hydroxybenzoyloxy)anthracene

Product 1

HCID 229031883-(Benzyloxy)-4-methylbenzoic acidYield 47.6%

Procedure

Using 3-hydroxy-4-methylbenzoic acid (20.3 g, 0.13 mole)and benzyl chloride (50.8 g, 0.40 mole), the reaction was carried out in the same manner as described in Example 1, (1). The resulting crude solid was recrystallized from ethanol to give 15.0 g of 3-benzyloxy-4-methylbenzoic acid as white crystals having a m.p. of 159°-161° C.

Workup

  1. customThe resulting crude solid was recrystallized from ethanol

Sources & evidence

ORD record
ord-441a136a29cc419c9e20887733b38b81
Source dataset
uspto-grants-1996_03
Patent number
US05498748

Reaction notes

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