Sodium borohydride → HCID 67799769, compound

HRID 275264Notes

Reaction equation

HRID 275264 reaction equation
[BH4-].[Na+].[F:3][C:4]1[C:11]([F:12])=[C:10]2[O:13][CH2:14][O:15][C:9]2=[CH:8][C:5]=1[CH:6]=[O:7]>CO>[F:3][C:4]1[C:11]([F:12])=[C:10]2[CH:9]=[CH:8][C:5]=1[CH:6]([OH:7])[O:15][CH2:14][O:13]2

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 18364906HCID 18364906, compound

Product 1

HCID 67799769HCID 67799769, compoundYield 92.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of sodium borohydride (5 g) in methanol was added to a solution of 2,3-difluoromethylenedioxybenzaldehyde (36 g) in methanol with cooling so that the temperature did not exceed 10 ° C. The reaction mixture was then allowed to warm to ambient temperature and stirred for 1 hour. Most of the methanol was evaporated and the residue was poured into cold 20% sodium hydroxide solution, extracted with ether, separated and washed with brine (until neutral), dried and the solvent removed to yield the title compound as a colourless oil (33.7 g), NMR (CDCl3): 2.10(br, 1H), 4.80(d,2H), 7.00(m, 1H), 7.10(m,2H).

Workup

  1. temperaturewith cooling so that the temperature
  2. customdid not exceed 10 ° C
  3. customMost of the methanol was evaporated
  4. additionthe residue was poured into cold 20% sodium hydroxide solution
  5. extractionextracted with ether
  6. customseparated
  7. washwashed with brine (until neutral)
  8. customdried
  9. customthe solvent removed

Sources & evidence

ORD record
ord-636b00735c534949bf56e14333d547a6
Source dataset
uspto-grants-1995_02
Patent number
US05393730

Reaction notes

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