Acetone → HCID 13729389, compound

HRID 1906444Notes

Reaction equation

HRID 1906444 reaction equation
[C:1]([C:4]1[O:5][C:6]2[C:12]([O:13][CH2:14][CH:15]([OH:31])[CH2:16][N:17]3[CH2:22][CH2:21][N:20]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=4[O:29][CH3:30])[CH2:19][CH2:18]3)=[CH:11][CH:10]=[CH:9][C:7]=2[CH:8]=1)(=[O:3])[CH3:2].[BH4-].[Na+].CC(C)=O>C(O)C>[OH:3][CH:1]([C:4]1[O:5][C:6]2[C:12]([O:13][CH2:14][CH:15]([OH:31])[CH2:16][N:17]3[CH2:18][CH2:19][N:20]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=4[O:29][CH3:30])[CH2:21][CH2:22]3)=[CH:11][CH:10]=[CH:9][C:7]=2[CH:8]=1)[CH3:2]

Participants

5

Reactant 3

HCID 180AcetoneHCID 4311764Sodium borohydride2×HCID 13729379HCID 13729379, compound

Product 1

HCID 13729389HCID 13729389, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

There was dissolved 4.3 g (0.01 mole) of 2-acetyl-7-{2-hydroxy-3-[4-(2-methoxyphenyl)piperazinyl]propoxy}benzofuran in 50 ml of ethanol, and thereto 0.35 g of sodium borohydride was gradually added with cooling with ice. After stirring 1 hour, aceton was added to decompose the excess sodium borohydride and the solvent was distilled away under reduced pressure. The residue was extracted from ethyl acetate and the obtained extract was dried with magnesium after washing with water. Ethyl acetate was distilled away under reduced pressure and the obtained residue was crystallized from ethyl acetate.

Workup

  1. temperaturewith cooling with ice
  2. distillationthe solvent was distilled away under reduced pressure
  3. extractionThe residue was extracted from ethyl acetate
  4. extractionthe obtained extract
  5. dry with materialwas dried with magnesium
  6. washafter washing with water
  7. distillationEthyl acetate was distilled away under reduced pressure
  8. customthe obtained residue was crystallized from ethyl acetate

Sources & evidence

ORD record
ord-bb51e1954ca44907ae667719cc775a82
Source dataset
uspto-grants-1987_03
Patent number
US04652566

Reaction notes

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