Sodium borohydride → HCID 53986698, compound

A mixture of 3-chloro-4,4,4-trifluorobut-2-enal (10 g, 0.063 mol) and THF (30 mL) is introduced to a 100 mL round-bottomed reaction flask equipped with an addition funnel and a condenser under nitrogen purge. The flask, including the reaction mixture contained therein, is immersed in a water bath, and sodium borohydride (1.2 g, 0.032 mol) is added slowly, under purge of nitrogen, via a solid addition funnel such that the reaction mixture does hot rise above 45° C. After complete addition of the sodium borohydride, the reaction mixture is stirred at ambient temperature for one hour. The reaction mixture is then poured into cold water (30 mL) with mixing and extracted with diethyl ether (2×40 mL). The ether extract is dried using magnesium sulfate, filtered and concentrated to afford 10.1 g(quantitative yield) of 3-chloro-4,4,4-trifluorobut-2-en-l-ol as a clear liquid.

1. additionis introduced to a 100 mL round-bottomed reaction flask
2. customequipped with an addition funnel and a condenser under nitrogen
3. custompurge
4. customis immersed in a water bath
5. customunder purge of nitrogen, via a solid addition funnel such that the reaction mixture
6. customrise above 45° C
7. additionAfter complete addition of the sodium borohydride
8. additionThe reaction mixture is then poured into cold water (30 mL)
9. additionwith mixing
10. extractionextracted with diethyl ether (2×40 mL)
11. extractionThe ether extract
12. customis dried
13. filtrationfiltered
14. concentrationconcentrated

ORD record

ord-e9fd1815e0ea442eb31a58294049a13b

Source dataset

uspto-grants-2002_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06476279B2