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

HRID 638408

Reaction equation

HRID 638408 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 (19.9 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-fae32b3f8a34410dae043d4e90e56657
Source dataset
uspto-grants-1985_12
Patent number
US04560806

Linked notes

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