Sodium Hydroxide → HCID 19043725, compound

HRID 1900131Notes

Reaction equation

HRID 1900131 reaction equation
[OH-].[Na+].Br[CH:4]([Br:10])[CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[Cl:11][C:12]1[CH:13]=[C:14]([CH:23]=[CH:24][C:25]=1[OH:26])[C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:16]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C(Cl)Cl>[Br:10][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:26][C:25]1[CH:24]=[CH:23][C:14]([C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:16])=[CH:13][C:12]=1[Cl:11]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 593458Methanone, (3-chloro-4-hydroxyphenyl)phenyl-HCID 118068541,1-Dibromohexane

Product 1

HCID 19043725HCID 19043725, compound

Reagents, catalysts & solvents 2

HCID 74236Tetrabutylammonium BromideCatalystHCID 6344DichloromethaneSolvent

Procedure

100 ml of a 10 percent aqueous sodium hydroxide solution are added to a solution of 34.5 g of dibromohexane, 9.9 g of 3-chloro-4-hydroxy-benzophenone and 1.6 g of tetrabutylammonium bromide in 100 ml of methylene chloride. The heterogeneous mixture is stirred at room temperature overnight. The organic phase is separated, dried over sodium sulfate and evaporated. By chromatography of the residue on silica gel with hexane/ethyl acetate 7:3, there is obtained 4-[(6-bromo-hexyl)oxy]-3-chlorobenzophenone, m.p. 58° C.

Workup

  1. customThe organic phase is separated
  2. dry with materialdried over sodium sulfate
  3. customevaporated

Sources & evidence

ORD record
ord-8033be2d8ca44a84bd5ef5225ba3647f
Source dataset
uspto-grants-1996_11
Patent number
US05574071

Reaction notes

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