Methylamine → beta-Methylaminoethyltriphenylphosphonium bromide

HRID 1679157Notes

Reaction equation

HRID 1679157 reaction equation
[Br-:1].O([CH2:9][CH2:10][P+:11]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)C1C=CC=CC=1.[CH3:30][NH2:31]>C(O)C>[Br-:1].[CH3:30][NH:31][CH2:9][CH2:10][P+:11]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 2778279(2-Phenoxyethyl)triphenylphosphonium bromide

Product 1

HCID 20363845beta-Methylaminoethyltriphenylphosphonium bromide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The required β-methylaminoethyltriphenylphosphonium bromide was prepared by heating a mixture of β-phenoxyethyltriphenyl phosphonium-bromide (46.2 g.) dissolved in ethanol (80 ml.) and 33% ethanolic methylamine (130 ml.) in an autoclave at 100° C for 3 hours. After cooling, the produce was precipitated by addition of dry ether (2 l.) filtered, washed with ether and dried, and had a melting point of 226° C.

Workup

  1. temperatureby heating
  2. temperatureAfter cooling
  3. customthe produce was precipitated by addition of dry ether (2 l.)
  4. filtrationfiltered
  5. washwashed with ether
  6. customdried

Sources & evidence

ORD record
ord-030ba59b3f954d6a9f78ef854a56b6f9
Source dataset
uspto-grants-1978_03
Patent number
US04079081

Reaction notes

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