N-Methyloctadecylamine → 3-(Diphenylphosphanyl)-N-methyl-N-octadecylpropanamide

HRID 365220

Reaction equation

HRID 365220 reaction equation
C(O[C:4](=[O:20])[CH2:5][CH2:6][P:7]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)C.[CH3:21][NH:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40].C[O-].[Na+]>>[CH3:21][N:22]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40])[C:4](=[O:20])[CH2:5][CH2:6][P:7]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 3

HCID 75539N-MethyloctadecylamineHCID 280676Propanoic acid, 3-(diphenylphosphino)-, ethyl esterHCID 10942334Sodium Methoxide

Product 1

HCID 539331283-(Diphenylphosphanyl)-N-methyl-N-octadecylpropanamide

Conditions

Temperature
100 °C

Procedure

A mixture of 5.7 g ethyl-3-diphenylphosphinopropionate (9.9 mmoles), 5.1 g N-methyl-n-octadecylamine (18.0 mmoles), and 0.3 g sodium methoxide (5.6 mmoles) were first deoxygenated and then heated to 100° C. under a nitrogen atmosphere for 24 hours. The mixture was then cooled and extracted with pentane. The pentane soluble was rotovapped to an oil.

Workup

  1. customwere first deoxygenated
  2. temperatureThe mixture was then cooled
  3. extractionextracted with pentane

Sources & evidence

ORD record
ord-742f13ee5dcc41a9afa0a9d6004cf557
Source dataset
uspto-grants-1986_08
Patent number
US04608444

Linked notes

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