Triphenylphosphine → HCID 178418302, compound

HRID 1867634Notes

Reaction equation

HRID 1867634 reaction equation
[O:1]([C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:13][CH3:14])[C:10]=1[O:11][CH3:12])[CH2:6][Br:7])[CH3:2].[C:15]1([P:21]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C1(C)C=CC=CC=1>[Br-:7].[O:1]([C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:13][CH3:14])[C:10]=1[O:11][CH3:12])[CH2:6][PH:21]([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[CH3:2]

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 103552715-(Bromomethyl)-1,2,3-trimethoxybenzene

Product 1

HCID 178418302HCID 178418302, compoundYield 86.44%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Dissolving 3,4,5-trimethoxyl benzyl bromide (16.05 g, 61.47 mmol) in toluene (150 ml) in a 250 ml three-necked flask, adding triphenylphosphine (16.12 g, 61.47 mmol) and dissolving immediately. The reaction mixture was heated to reflux for 1 hour, white solid was separated, then cooling to room temperature, suction filtering, the filter cake was washed with toluene (30 ml). After vacuum drying, 3,4,5-trimethoxyl benzyl triphenylphosphine bromide (27.81 g of white powder solid) was isolated, yield: 86.44%.

Workup

  1. dissolutiondissolving immediately
  2. temperatureThe reaction mixture was heated
  3. temperatureto reflux for 1 hour
  4. customwhite solid was separated
  5. filtrationsuction filtering
  6. washthe filter cake was washed with toluene (30 ml)
  7. customAfter vacuum drying

Sources & evidence

ORD record
ord-06c54067e06246059e37873a3f7f33aa
Source dataset
uspto-grants-2009_12
Patent number
US07632863B2

Reaction notes

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