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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204174Generated: November 1, 2026

Methanol → HCID 58550770, compound

https://huagongshe.com/reaction/2204174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSulfuric AcidHCID 1118—
ReactantMethyl 3-methoxy-4-(2-methylallyloxy)benzoateHCID 51109732—
ProductHCID 58550770HCID 5855077059%

Reaction Conditions

Temperature100 °C

Reaction Steps

To methyl 3-methoxy-4-(2-methylallyloxy)benzoate (313 mg, 1.33 mmol) in MeOH (2.5 mL) was added H2SO4 (71 μL, 1.3 mmol) and the mixture was heated in a microwave vial at 100° C. for 15.5 h. The solvent was evaporated under reduced pressure and the crude product was purified by column chromatography on silica gel (0-30% ethyl acetate in hexane) to yield methyl 3-methoxy-4-(2-methoxy-2-methyl-propoxy)benzoate (208 mg, 59%). ESI-MS m/z calc. 268.1, found 269.5 (M+1)+; Retention time: 1.46 minutes (3 min run). 1H NMR (400 MHz, DMSO) δ 7.57 (dd, J=8.4, 2.0 Hz, 1H), 7.45 (d, J=1.9 Hz, 1H), 7.10 (d, J=8.5 Hz, 1H), 3.90 (s, 2H), 3.83 (s, 3H), 3.82 (s, 3H), 3.17 (s, 3H), 1.22 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365588B2
Source datasetuspto-grants-2016_06
ORD IDord-be22004ad3134dc78b7ea59a9ad5f020
Source noteuspto-grants-2016_06