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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1357454Generated: October 27, 2026

Methanol → Methyl 3-formyl-2-hydroxybenzoate

https://huagongshe.com/reaction/1357454

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantSulfuric AcidHCID 1118—
ReactantMethyl 3-(1,1-dibromo)methylacetoxysalicylateHCID 70018491—
ProductMethyl 3-formyl-2-hydroxybenzoateHCID 345559—

Reaction Conditions

Temperature22.5 °C

Reaction Steps

63 ml of concentrated sulfuric acid were added dropwise at approximately 20 to 25° C. to a solution of 64 g (0.17 mol) of the dibromide of Example 1 in 500 ml of anhydrous methanol. The temperature of the reaction solution was kept at 30° C. by cooling. After the mixture had been stirred for 30 minutes at 20 to 25° C., it was heated for 3 hours to 50° C. The reaction mixture was stirred into approximately 3.5 l of water. The precipitate was filtered off and washed with water and then with a pentane/MTBE mixture (5:1). After drying, 25 g of the title compound were obtained, which corresponds to 81% of theory. (m.p. 82° C.)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06593315B2
Source datasetuspto-grants-2003_07
ORD IDord-9865bf0f7b7a4d7486f92df751020322
Source noteuspto-grants-2003_07