Acetyl chloride → Acetamide, N-dodecyl-

HRID 1032282Notes

Reaction equation

HRID 1032282 reaction equation
[CH2:1]([NH2:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].C(N(CC)CC)C.[C:21](Cl)(=[O:23])[CH3:22]>ClCCl>[C:21]([NH:13][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])(=[O:23])[CH3:22]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 13583Dodecylamine

Product 1

HCID 19764Acetamide, N-dodecyl-

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 1-dodecylamine (1.049 g, 5.59 mmol), triethylamine (0.86 ml, 6.15 mmol) and acetyl chloride (0.44 ml, 6.15 mmol) in dichloromethane (10 ml) was stirred at room temperature for 3h. The mixture was quenched with water and the organic phase was separated. Evaporation of the dried (magnesium sulfate) organic phase gave a solid, which was recrystallized from hexane to give the titled amide.

Workup

  1. customThe mixture was quenched with water
  2. customthe organic phase was separated
  3. customEvaporation of the
  4. dry with materialdried (magnesium sulfate) organic phase
  5. customgave a solid, which
  6. customwas recrystallized from hexane

Sources & evidence

ORD record
ord-1c95227a49a044f4a215eed2c8de5bdb
Source dataset
uspto-grants-1990_09
Patent number
US04957917

Reaction notes

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