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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1070001Generated: October 30, 2026

Sodium borohydride → 4-Hydroxymethyl-3-isopropyl-phenyl 1,1,1-trifluoro-methanesulfonate

https://huagongshe.com/reaction/1070001

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant4-Formyl-3-isopropyl-phenyl 1,1,1-trifluoro-methanesulfonateHCID 22568910—
SolventMethanolHCID 887—
Product4-Hydroxymethyl-3-isopropyl-phenyl 1,1,1-trifluoro-methanesulfonateHCID 22568893—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 4-formyl-3-isopropyl-phenyl 1,1,1-trifluoro-methansulfonate (Intermediate 148, 540.0 mg, 1.82 mmols) in 7 mL MeOH at 0° C. was added NaBH4 (72.0 mg, 1.91 mmols). After stirring 2 hours at 0 ° C. the reaction was careifully quenched with H2O and extracted with Et2O. The combined organic layers were washed with H2O and saturated aqueous NaCl, dried (MgSO4), and concetrated under reduced pressure. The title compound was isolated by column chromatography (5-10% EtOAc-hexanes) as a colorless oil, 355.0 mg (90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06252090B1
Source datasetuspto-grants-2001_06
ORD IDord-09ec92acd6244c008203fe64b6388236
Source noteuspto-grants-2001_06