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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1524320Generated: November 4, 2026

Methanol → HCID 57697447, compound

https://huagongshe.com/reaction/1524320

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantHCID 86630356HCID 86630356—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57697447HCID 5769744779%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of the compound (2.40 g) obtained in step 5 in THF (30 mL) was added 1M BH3.THF complex/THF solution (41.5 mL) was added at 0° C., and the mixture was stirred at 90° C. for 1 hr. After the reaction mixture was cooled to 10° C., MeOH (10 mL) was added, and the mixture was concentrated under reduced pressure. The residue was suspended in MeOH (15 mL) and 6N hydrochloric acid (15 mL), and the mixture was stirred at 80° C. for 1 hr. The reaction mixture was cooled to 10° C., and made basic with aqueous sodium hydroxide solution, and the resultant product was extracted with ethyl acetate. The organic layer was washed with brine, and concentrated. The residue was purified by silica gel column chromatography (solvent; 5% ethyl acetate/hexane) to give the title compound (1.80 g, 79%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09079907B2
Source datasetuspto-grants-2015_07
ORD IDord-9241066efc2f4d578c5088a6af43255d
Source noteuspto-grants-2015_07