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Bromine → Pentane

HRID 1436161
Notes
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Reaction equation

HRID 1436161 reaction equation
[Br:1]Br.[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:20])[CH2:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[Cl:19])=[CH:6][CH:5]=1>ClCCl>[CH3:6][CH2:5][CH2:4][CH2:9][CH3:8].[Br:1][CH:11]([C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=1[Cl:19])[C:10]([C:7]1[CH:8]=[CH:9][C:4]([Cl:3])=[CH:5][CH:6]=1)=[O:20]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 24408BromineHCID 5872691-(4-Chlorophenyl)-2-(2,4-dichlorophenyl)ethanone

Product 2

HCID 8003PentaneYield 94%HCID 11164841HCID 11164841, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2.5 ml of bromine are added dropwise to a solution of 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)ethanone in dichloromethane (200 ml). The mixture is stirred for 4 hours at room temperature. The reaction medium is washed with water, with saturated aqueous NaHCO3 solution and then with aqueous NH4Cl solution. The organic phase is dried over Na2SO4, filtered and evaporated to dryness. The expected product is precipitated from pentane (yield=94%).

Workup

  1. washThe reaction medium is washed with water, with saturated aqueous NaHCO3 solution
  2. dry with materialThe organic phase is dried over Na2SO4
  3. filtrationfiltered
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-1c979a0d0a1b4fe18b1415efcb1f1c11
Source dataset
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07618991B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes