3-Methylsalicylic Acid → HCID 54569622, compound

HRID 2058529Notes

Reaction equation

HRID 2058529 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[C:25]([CH3:26])=[CH:24][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[C:25]([CH3:26])=[CH:24][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 67383-Methylsalicylic AcidHCID 87842-Propenoic acid, 3-phenyl-HCID 24386Thionyl Chloride

Product 1

HCID 54569622HCID 54569622, compoundYield 81.8%

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-3-methylbenzoic acid (0.1 moles) give 23.1 g of 2-(3-phenyl-2-propenoyloxy)-3-methylbenzoic acid (yield 81.8%), m.p. 141°-141.5° C.

Sources & evidence

ORD record
ord-1addba22e61e40ed95f1e0cdf85ceb4e
Source dataset
uspto-grants-1982_03
Patent number
US04317917

Reaction notes

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