Dichloromethane → n-(2,2-dimethylpropyl)acetamide

HRID 1454270Notes

Reaction equation

HRID 1454270 reaction equation
[CH2:1]([NH2:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[C:7](Cl)(=[O:9])[CH3:8].C(N(CC)CC)C.C(Cl)Cl>O>[CH2:1]([NH:6][C:7](=[O:9])[CH3:8])[C:2]([CH3:5])([CH3:4])[CH3:3]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 79882Neopentylamine

Product 1

HCID 226285n-(2,2-dimethylpropyl)acetamideYield 98%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of neopentylamine (2.0 g, 23.0 mmol), acetyl chloride (1.96 mL, 27.6 mmol), triethylamine (3.84 mL, 27.5 mmol), and DCM (100 mL) were stirred at room temp for 2 h. The mixture was poured into water and extracted with DCM (3×40 mL). The organic phase was dried over Na2SO4, and the solvent was removed to afford N-neopentylacetamide as white solid (2.90 g, 98%). NMR confirmed the structure of N-neopentylacetamide.

Workup

  1. extractionextracted with DCM (3×40 mL)
  2. dry with materialThe organic phase was dried over Na2SO4
  3. customthe solvent was removed

Sources & evidence

ORD record
ord-686c7092d96c4ce8b271c911c3aa547e
Source dataset
uspto-grants-2009_01
Patent number
US07479495B2

Reaction notes

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