Bromodiphenylmethane → HCID 19849748, compound

HRID 1607889Notes

Reaction equation

HRID 1607889 reaction equation
[CH:1](Br)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[CH:22]([C:33]1[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=1)[N:23]1[CH2:28][CH2:27][N:26]([CH2:29][CH2:30][CH2:31][OH:32])[CH2:25][CH2:24]1>O>[C:2]1([CH:1]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[O:32][CH2:31][CH2:30][CH2:29][N:26]2[CH2:25][CH2:24][N:23]([CH:22]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=3[Cl:15])[C:33]3[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=3)[CH2:28][CH2:27]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 236603BromodiphenylmethaneHCID 19849737HCID 19849737, compound

Product 1

HCID 19849748HCID 19849748, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture containing 7.4 g of benzhydryl bromide and 21.8 g of 4-[(2-chlorophenyl)-(4-fluorophenyl)methyl]-1-(3-hydroxypropyl)piperazine is heated at 160° to 170° C. under nitrogen gas for 30 minutes, then cooled to 90° to 100° C. and poured into water. The aqueous phase is extracted with benzene, washed with water, thebenzene solution is dried over anhydrous potassium carbonate and then evaporated under reduced pressure. The residue is purified by chromatography on a Kieselgel column by using a 4:1 mixture of benzene andchloroform as eluant. The thus-obtained product is recrystallized from n-hexane to give the aimed product, m.p.: 98°-99° C.

Workup

  1. temperatureis heated at 160° to 170° C. under nitrogen gas for 30 minutes
  2. temperaturecooled to 90° to 100° C.
  3. extractionThe aqueous phase is extracted with benzene
  4. washwashed with water
  5. dry with materialthebenzene solution is dried over anhydrous potassium carbonate
  6. customevaporated under reduced pressure
  7. customThe residue is purified by chromatography on a Kieselgel column
  8. additiona 4:1 mixture of benzene andchloroform as eluant
  9. customThe thus-obtained product is recrystallized from n-hexane

Sources & evidence

ORD record
ord-ba2259434f744a42a0ca769c83f119d9
Source dataset
uspto-grants-1989_09
Patent number
US04868184

Reaction notes

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