2-Hydroxy-p-toluic acid → HCID 54464812, compound

HRID 2058528Notes

Reaction equation

HRID 2058528 reaction equation
[C:1]1([CH:7]=[CH:8][C:9]([OH:11])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O=S(Cl)Cl.O[C:17]1[CH:25]=[C:24]([CH3:26])[CH:23]=[CH:22][C:18]=1[C:19]([OH:21])=[O:20]>>[C:1]1([CH:7]=[CH:8][C:9]([O:11][C:17]2[CH:25]=[C:24]([CH3:26])[CH:23]=[CH:22][C:18]=2[C:19]([OH:21])=[O:20])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 57882-Hydroxy-p-toluic acidHCID 87842-Propenoic acid, 3-phenyl-HCID 24386Thionyl Chloride

Product 1

HCID 54464812HCID 54464812, compoundYield 81.1%

Procedure

Using the method of example 4, 14.815 g (0.1 moles) of 3-phenyl-2-propenoic acid and 20.82 g of SOCl2 (0.175 moles) followed by 15.24 g of 2-hydroxy-4-methylbenzoic acid (0.1 moles) give 22.4 g of 2-(3-phenyl-2-propenoyloxy)-4-methylbenzoic acid (yield 81.1%), m.p. 156.5°-157° C.

Sources & evidence

ORD record
ord-408731378a2948d1a657cc0835d9f07f
Source dataset
uspto-grants-1982_03
Patent number
US04317917

Reaction notes

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