N,N-Dibutyl-2-chloroacetamide → N,N-Dibutyl-2-(dibutylphosphoryl)acetamide

HRID 1649953Notes

Reaction equation

HRID 1649953 reaction equation
[CH2:1]([N:5]([CH2:10][CH2:11][CH2:12][CH3:13])[C:6](=[O:9])[CH2:7]Cl)[CH2:2][CH2:3][CH3:4].[CH2:14]([PH:18](=[O:23])[CH2:19][CH2:20][CH2:21][CH3:22])[CH2:15][CH2:16][CH3:17]>>[CH2:14]([P:18](=[O:23])([CH2:19][CH2:20][CH2:21][CH3:22])[CH2:7][C:6](=[O:9])[N:5]([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:1][CH2:2][CH2:3][CH3:4])[CH2:15][CH2:16][CH3:17]

Participants

3

Reactant 2

HCID 222374N,N-Dibutyl-2-chloroacetamideHCID 178454905HCID 178454905, compound

Product 1

HCID 12865240N,N-Dibutyl-2-(dibutylphosphoryl)acetamideYield 104.1%

Procedure

The reaction was conducted as described in example I with the substitution of 22.6 g (0.11 mole) of N,N-di(n-butyl)chloroacetamide and 18.0 g (0.10 mole) of di(n-butyl)phosphine oxide as starting materials. After a reaction period of 5 hours, workup yielded 34.5 g of an amber oil which was 84% pure by GLC. Flash distillation in a Kugelrohr apparatus (10-3 mm Hg) produced a colorless oil which was 91% pure by GLC. Analytical data for this product is summarized in Table I.

Workup

  1. customAfter a reaction period of 5 hours, workup

Sources & evidence

ORD record
ord-65bc038f923d40fd83743a629d0ab636
Source dataset
uspto-grants-1990_05
Patent number
US04922012

Reaction notes

Loading…