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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692592Generated: November 2, 2026

Methanol → HCID 57697447, compound

https://huagongshe.com/reaction/1692592

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 numberUS08158617B2
Source datasetuspto-grants-2012_04
ORD IDord-681161712300432d9f1cd370aa02a12d
Source noteuspto-grants-2012_04