Sodium borohydride → HCID 13561783, compound

HRID 1380371Notes

Reaction equation

HRID 1380371 reaction equation
[CH:1]1[C:13]2[CH2:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][C:2]=1[CH2:14][CH2:15][C:16](=[O:18])[CH3:17].[BH4-].[Na+]>CO>[CH:1]1[C:13]2[CH2:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][C:2]=1[CH2:14][CH2:15][CH:16]([OH:18])[CH3:17]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 13561776HCID 13561776, compound

Product 1

HCID 13561783HCID 13561783, compoundYield 86.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 200 ml of methanol was added 11 grams of 4-(2-fluorenyl)-butan-2-one, the mixture was cooled with ice, and 1.32 grams of sodium borohydride was slowly added thereto with stirring. After being stirred for one hour, methanol was removed therefrom by evaporation in vacuo, to the residue was added water, and the mixture was extracted with chloroform. The extract was washed with water, dried with magnesium sulfate, and the solvent was evaporated. The residue was recrystallized from ethyl acetate to give 9.6 grams of 4-(2-flourenyl)-butan-2-ol, white crystals, m.p. 120°-121° C.

Workup

  1. additionwas slowly added
  2. stirringAfter being stirred for one hour
  3. custommethanol was removed
  4. customby evaporation in vacuo
  5. additionto the residue was added water
  6. extractionthe mixture was extracted with chloroform
  7. washThe extract was washed with water
  8. dry with materialdried with magnesium sulfate
  9. customthe solvent was evaporated
  10. customThe residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-dbf8476777084d4fba1adfdf45f8673c
Source dataset
uspto-grants-1986_04
Patent number
US04581377

Reaction notes

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