Sodium borohydride → HCID 54138207, compound

HRID 1380365Notes

Reaction equation

HRID 1380365 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[CH:14]=[CH: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[CH:14]=[CH:15][CH:16]([OH:18])[CH3:17]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 53710949HCID 53710949, compound

Product 1

HCID 54138207HCID 54138207, compoundYield 77.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 200 ml of methanol was added 9.36 grams of 4-(2-fluorenyl)-3buten-2-one, then 14.9 grams of cerous chloride (heptahydrate) was added, and 1.52 grams of sodium borohydride was added thereto little by little with ice-cooling and stirring. After being stirred for 45 minutes, methanol was removed therefrom by evaporation, water was added to the residue, and extracted with chloroform. The extract was washed with water, dehydrated with magnesium sulfate, and chloroform was evaporated therefrom. The residue was recrystallized from methanol to give 7.3 grams of 4-(2-fluorenyl)-3-buten-2-ol, white crystals, melting point 153° C.

Workup

  1. temperaturelittle by little with ice-cooling
  2. stirringAfter being stirred for 45 minutes
  3. custommethanol was removed
  4. customby evaporation, water
  5. additionwas added to the residue
  6. extractionextracted with chloroform
  7. washThe extract was washed with water
  8. customwas evaporated
  9. customThe residue was recrystallized from methanol

Sources & evidence

ORD record
ord-21e8cc4a06ee4047833fab29b9ba1460
Source dataset
uspto-grants-1986_04
Patent number
US04581377

Reaction notes

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