Sodium borohydride → HCID 14580514, compound

HRID 1613610Notes

Reaction equation

HRID 1613610 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:13][CH2:12][CH2:11][CH2:10][C:9](=[O:14])[C:8]=2[CH:15]=1)([O-:3])=[O:2].[BH4-].[Na+]>CO>[OH:14][CH:9]1[C:8]2[CH:15]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=[CH:6][C:7]=2[O:13][CH2:12][CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 145805137-Nitro-3,4-dihydro-1-benzoxepin-5(2H)-one

Product 1

HCID 14580514HCID 14580514, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

32.1 g (0.155 mole) of 2,3-dihydro-7-nitro-1-benzoxepin-5(4H)-one are suspended in 220 ml of methanol and, while stirring at 0° C. under argon, 6.5 g (0.17 mole) of sodium borohydride are added in portions. The mixture is then stirred for about 30 minutes and stirred into ice/water, and the precipitated solid is filtered off with suction and thoroughly washed with water. The solid is taken up in the ethyl acetate, and the solution is separated from the water, dried over sodium sulfate, filtered and evaporated in vacuo. The residue is crystallized in diisopropyl ether/cyclohexane with the addition of active charcoal.

Workup

  1. stirringThe mixture is then stirred for about 30 minutes
  2. filtrationthe precipitated solid is filtered off with suction
  3. washthoroughly washed with water
  4. customthe solution is separated from the water
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customevaporated in vacuo
  8. customThe residue is crystallized in diisopropyl ether/cyclohexane with the addition of active charcoal

Sources & evidence

ORD record
ord-9f5aaf09d62047598bd46e105bfaee75
Source dataset
uspto-grants-1993_03
Patent number
US05194442

Reaction notes

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