Diisopropylethylamine → HCID 66761359, compound

HRID 561855Notes

Reaction equation

HRID 561855 reaction equation
[Br-:1].[Br-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CCN(C(C)C)C(C)C.[Cl:31][C:32]1[CH:48]=[C:47]([CH3:49])[CH:46]=[C:45]([Cl:50])[C:33]=1[O:34][CH2:35][CH2:36][C:37]1[CH:42]=[CH:41][C:40]([CH2:43]O)=[CH:39][CH:38]=1>ClCCl>[Br:1][CH2:43][C:40]1[CH:41]=[CH:42][C:37]([CH2:36][CH2:35][O:34][C:33]2[C:32]([Cl:31])=[CH:48][C:47]([CH3:49])=[CH:46][C:45]=2[Cl:50])=[CH:38][CH:39]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 12890784Triphenylphosphane dibromideHCID 66761787HCID 66761787, compound

Product 1

HCID 66761359HCID 66761359, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of triphenylphosphine dibromide (1.2 eq.) and Hunig's base (2 eq.) in dichloromethane (0.09 M) was added, dropwise over 5 min, {4-[2-(2,6-dichloro-4-methylphenoxy)ethyl]phenyl}methanol prepared in the previous step (1 eq.). The resulting mixture was stirred at RT for 2 h and then concentrated in vacuo. The residue was suspended in a 10:1 (v/v) Hex:ether solution and filtered through a pad of SiO2. The filtrate was concentrated in vacuo to afford the title compound as a white solid.

Workup

  1. concentrationconcentrated in vacuo
  2. filtration:ether solution and filtered through a pad of SiO2
  3. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-8f133a7fab98430381c7783fbdfafab4
Source dataset
uspto-grants-2011_11
Patent number
US08063105B2

Reaction notes

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