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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 30826Generated: October 26, 2026

Sodium borohydride → 2-(2-Fluoro-5-nitrophenyl)-2-methylbutane-1,4-diol

https://huagongshe.com/reaction/30826

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantDichloromethane methanolHCID 21226129—
Reactant2-(2-Fluoro-5-nitrophenyl)-2-methylpent-4-enalHCID 86600439—
SolventSodium chloride; waterHCID 57417360—
Product2-(2-Fluoro-5-nitrophenyl)-2-methylbutane-1,4-diolHCID 69004281—

Reaction Conditions

Temperature-78 °C

Reaction Steps

2-(2-fluoro-5-nitrophenyl)-2-methylpent-4-enal(1 eq) was dissolved in dichloromethane:methanol (3:1) and cooled to −78° C. Ozone was then bubbled through the solution until a blue color was noticed. Air was then passed through the solution followed by the addition of sodium borohydride(5 eq). Resulting solution was allowed to warm to room temperature and diluted with brine, extracted with dichloromethane. Organics were dried with sodium sulfate and concentrated to afford 2-(2-fluoro-5-nitrophenyl)-2-methylbutane-1,4-diol. The product was used in the next step with no further characterization.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07423150B2
Source datasetuspto-grants-2008_09
ORD IDord-392b758b65454008a57e864d7294e1ca
Source noteuspto-grants-2008_09