Sodium Hydroxide → HCID 54527366, compound

HRID 2399412Notes

Reaction equation

HRID 2399412 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH:11]=[CH:12][C:13]=2[O:14][CH:15]([F:17])[F:16])[CH:9]=[O:10])[CH2:3][CH2:2]1.[BH4-].[Na+].[OH-].[Na+]>C(O)C>[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH:11]=[CH:12][C:13]=2[O:14][CH:15]([F:16])[F:17])[CH2:9][OH:10])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 4311764Sodium borohydrideHCID 189736983-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzaldehyde

Product 1

HCID 54527366HCID 54527366, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Crude 3-cyclopropylmethoxy-4-difluoromethoxybenzaldehyde (26.4 g) in absolute ethanol (200 mL) was treated with sodium borohydride (8.23 g, 217 mmol) under an argon atmosphere at room temperature for 0.33 h. Ten percent aqueous sodium hydroxide (150 mL) was added, the ethanol was removed in vacuo and the aqueous residue was extracted three times with ether. The organic extract was washed twice with brine, was dried (sodium sulfate), was filtered and was evaporated to a pale yellow oil (24.4 g).

Workup

  1. customthe ethanol was removed in vacuo
  2. extractionthe aqueous residue was extracted three times with ether
  3. extractionThe organic extract
  4. washwas washed twice with brine
  5. dry with materialwas dried (sodium sulfate)
  6. filtrationwas filtered
  7. customwas evaporated to a pale yellow oil (24.4 g)

Sources & evidence

ORD record
ord-e3dfbd6fd8474059be1ff5293a992c8a
Source dataset
uspto-grants-1995_09
Patent number
US05449686

Reaction notes

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