Hydrochloric Acid → Phosphonium, triphenyl(2-pyridinylmethyl)-, chloride

HRID 1198564Notes

Reaction equation

HRID 1198564 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][Cl:8].Cl.[C:10]1([P:16]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C1(C)C=CC=CC=1>[Cl-:8].[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][P+:16]([C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 11776TriphenylphosphineHCID 23393Picolyl chloride

Product 1

HCID 11058219Phosphonium, triphenyl(2-pyridinylmethyl)-, chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2-Picolyl chloride (7.4 g, 58 mmol) (from the hydrochloride) and triphenyl phosphine (16.7 g, 64 mmol) in toluene (100 ml) were heated at reflux for 18 hours. The reaction mixture was cooled in an ice-bath, the precipitated product filtered off and washed with toluene to yield the dried product.

Workup

  1. temperatureat reflux for 18 hours
  2. temperatureThe reaction mixture was cooled in an ice-bath
  3. filtrationthe precipitated product filtered off
  4. washwashed with toluene
  5. customto yield the dried product

Sources & evidence

ORD record
ord-7f9d635b2cd548c1871c6828761cf917
Source dataset
uspto-grants-1994_01
Patent number
US05281593

Reaction notes

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