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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2354256Generated: October 30, 2026

Methanol → N-(4-{1-Ethyl-1-[4-(2-hydroxy-3,3-dimethyl-butoxy)-3-methyl-phenyl]-propyl}-2-methyl-phenyl)-N-methyl-methanesulfonamide

https://huagongshe.com/reaction/2354256

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium borohydrideHCID 4311764—
ReactantN-(4-{1-[4-(3,3-Dimethyl-2-oxo-butoxy)-3-methyl-phenyl]-1-ethyl-propyl}-2-methyl-phenyl)-N-methyl-methanesulfonamideHCID 11155721—
SolventTetrahydrofuranHCID 8028—
ProductN-(4-{1-Ethyl-1-[4-(2-hydroxy-3,3-dimethyl-butoxy)-3-methyl-phenyl]-propyl}-2-methyl-phenyl)-N-methyl-methanesulfonamideHCID 1147706260.1%

Reaction Steps

To a 0° C. mixture of N-(4-{1-[4-(3,3-dimethyl-2-oxo-butoxy)-3-methyl-phenyl]-1-ethyl-propyl}-2-methyl-phenyl)-N-methyl-methanesulfonamide (100 mg, 0.21 mmol), MeOH (5 mL), and THF (10 mL) is added NaBH4 (12 mg, 0.32 mmol). The reaction is warmed to RT and stirred for 5 h and concentrated. The residue is partitioned between EtOAc and 0.2 N HCl. The organic phase is Na2SO4 dried, concentrated, and chromatographed (0% to 25% EtOAc/Hex) to give the title compound (60 mg, 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750184B2
Source datasetuspto-grants-2010_07
ORD IDord-7ecc3cabfd684b07aca250fdd67bcdd7
Source noteuspto-grants-2010_07