3-Phenylprop-2-En-1-Ol → (3-Phenyl-2-propenyl)-2-hydroxy-4-methylbenzoate

HRID 2058526Notes

Reaction equation

HRID 2058526 reaction equation
[OH:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[C:12]1([CH:18]=[CH:19][CH2:20]O)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.P(=O)(O)(O)O>>[C:12]1([CH:18]=[CH:19][CH2:20][O:5][C:4](=[O:6])[C:3]2[CH:7]=[CH:8][C:9]([CH3:11])=[CH:10][C:2]=2[OH:1])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 3

HCID 3083-Phenylprop-2-En-1-OlHCID 1004Phosphoric AcidHCID 57882-Hydroxy-p-toluic acid

Product 1

HCID 54199617(3-Phenyl-2-propenyl)-2-hydroxy-4-methylbenzoateYield 89.1%

Procedure

Using the method of example 1, 15.24 g of 2-hydroxy-4-methylbenzoic acid (0.1 moles), 40.251 g of 3-phenyl-2-propen-1-ol (0.3 moles) and 4.9 g of anhydrous phosphoric acid (0.05 moles) give 23.9 g (89% yield) of (3-phenyl-2-propenyl)-2-hydroxy-4-methylbenzoate, m.p. 196°14 196.5° C.

Sources & evidence

ORD record
ord-cc767fc78fa240f291f935969a626d3d
Source dataset
uspto-grants-1982_03
Patent number
US04317917

Reaction notes

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