Sodium borohydride → HCID 22767883, compound

HRID 866612Notes

Reaction equation

HRID 866612 reaction equation
[BH4-].[Na+].[F:3][C:4]1[CH:25]=[CH:24][C:7]2[O:8][C:9]3[CH:23]=[CH:22][CH:21]=[CH:20][C:10]=3[C:11]([N:13]3[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]3)=[CH:12][C:6]=2[CH:5]=1>C(O)(=O)C>[F:3][C:4]1[CH:25]=[CH:24][C:7]2[O:8][C:9]3[CH:23]=[CH:22][CH:21]=[CH:20][C:10]=3[CH:11]([N:13]3[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]3)[CH2:12][C:6]=2[CH:5]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 22767937HCID 22767937, compound

Product 1

HCID 22767883HCID 22767883, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

6.15 G. of sodium borohydride are added in small portions over a period of 15 minutes to a solution of 12.3 g. of 1-[2-fluoro-dibenzo[b,f]oxepin-10-yl]-4-methyl-piperazine in 185 ml. of glacial acetic acid with cooling in such a manner that the temperature does not exceed 25° C. The mixture is stirred for an additional 1 hour at room temperature and the acetic acid is then evaporated in vacuo. The residue is partitioned between 3-N sodium hydroxide solution and chloroform. The aqueous phase is separated and extracted again with chloroform. The chloroform extracts are washed three times with water, dried over sodium sulfate, evaporated in vacuo, and there is obtained 1-[2-fluoro-10,11-dihydro-dibenz[b,f]oxepin-10-yl]-4-methyl-piperazine as a crystalline residue. The dihydrochloride, prepared in ethanol, melts at 240°-241° C. (with decomposition).

Workup

  1. customdoes not exceed 25° C
  2. customthe acetic acid is then evaporated in vacuo
  3. customThe residue is partitioned between 3-N sodium hydroxide solution and chloroform
  4. customThe aqueous phase is separated
  5. extractionextracted again with chloroform
  6. washThe chloroform extracts are washed three times with water
  7. dry with materialdried over sodium sulfate
  8. customevaporated in vacuo

Sources & evidence

ORD record
ord-48f665e0009447ec993275502fb4a9d4
Source dataset
uspto-grants-1978_07
Patent number
US04100173

Reaction notes

Loading…