Triethylamine → HCID 2434518, compound

HRID 2242030Notes

Reaction equation

HRID 2242030 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH2:10])=[CH:9][C:4]=2[O:3][CH2:2]1.CCN(CC)CC.[C:18](Cl)(=[O:23])[C:19]([CH3:22])([CH3:21])[CH3:20]>CCOCC.C1COCC1>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH:10][C:18](=[O:23])[C:19]([CH3:22])([CH3:21])[CH3:20])=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 843101,3-Benzodioxol-5-amine

Product 1

HCID 2434518HCID 2434518, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

To a solution of 1,3-benzodioxol-5-amine (10 g, 73 mmol) in 200 ml Et2O and 100 ml THF, NEt3 (12.3 ml, 87.6 mmol) is added. The reaction mixture is cooled to 0° C. and pivaloyl chloride (10.5 ml, 87.6 mmol) in THF is added. After stirring for 1 h at 25° C., ice water is added, the mixture extracted with EtOAc and washed with brine, followed by drying (Na2SO4), evaporation of volatiles, and crystallization (CH2Cl2/hexanes) which gives N-benzo[1,3]dioxol-5-yl-2,2-dimethyl-propionamide.

Workup

  1. extractionthe mixture extracted with EtOAc
  2. washwashed with brine
  3. customby drying
  4. custom(Na2SO4), evaporation of volatiles, and crystallization (CH2Cl2/hexanes) which

Sources & evidence

ORD record
ord-f2000c8805e649b0a27726d2bf97da9a
Source dataset
uspto-grants-2010_03
Patent number
US07671063B2

Reaction notes

Loading…