Diethyl Ether → HCID 10745165, compound

HRID 1519141Notes

Reaction equation

HRID 1519141 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[CH2:9]Br.[C:11]1([P:17]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.CCOCC>C1COCC1>[Br-:1].[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[CH2:9][P+:17]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 11776TriphenylphosphineHCID 118465052-Bromo-5-chlorobenzyl bromide

Product 1

HCID 10745165HCID 10745165, compoundYield 129.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1-bromo-2-(bromomethyl)-4-chloro-benzene (3.00 g, 10.55 mmol) in THF (50 mL) was added triphenylphosphane (4.15 g, 15.82 mmol) and the solution was stirred at room temperature for 20 h. During this time a white solid precipitated. Reaction mixture was filtered to give a white solid, which was slurried with ether and filtered to afford the title compound as a white solid (3.74 g, 65%). MS m/z: 467.0 (M+H)+.

Workup

  1. customDuring this time a white solid precipitated
  2. customReaction mixture
  3. filtrationwas filtered
  4. customto give a white solid, which
  5. filtrationfiltered

Sources & evidence

ORD record
ord-6ae65cc24da24d96bee81477b6066dde
Source dataset
uspto-grants-2015_07
Patent number
US09073875B2

Reaction notes

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