Sodium borohydride → HCID 549056, compound

Temperature

0 °C

To 1,3-cyclopentanedicarbaldehyde I-19 (1 equivalent) taken in a flask was added deoxygenated methanol. The reaction mixture was cooled to 0° C. and NaBH4 (2 equivalents) was added in small aliquots in order to avoid a raise in the reaction temperature above 10° C. The reaction mixture was left to warm to room temperature and stirred for an additional 3 h under nitrogen atmosphere. Distilled water was added to the reaction mixture to quench any remaining NaBH4 and then rotary evaporated to remove methanol from the solution. The remaining mixture was extracted with dichloromethane (5 times) and the combined organic fractions were dried over anhydrous sodium sulfate and evaporated to dryness to afford the title compound I-20.

1. additionwas added
2. customdeoxygenated methanol
3. temperaturea raise in the reaction temperature above 10° C
4. waitThe reaction mixture was left
5. temperatureto warm to room temperature
6. customto quench any remaining NaBH4
7. customrotary evaporated
8. customto remove methanol from the solution
9. extractionThe remaining mixture was extracted with dichloromethane (5 times)
10. dry with materialthe combined organic fractions were dried over anhydrous sodium sulfate
11. customevaporated to dryness

ORD record

ord-07384d62d69240d795667736327bdce2

Source dataset

uspto-grants-2015_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09029531B2