Methanol → HCID 14625834, compound

HRID 1075401Notes

Reaction equation

HRID 1075401 reaction equation
[CH3:1][N:2]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH3:3].[Br:16][CH2:17][CH2:18][Cl:19].CO>C(OC)(C)(C)C>[Br-:16].[Cl:19][CH2:18][CH2:17][N+:2]([CH3:1])([CH3:3])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

Participants

5

Reactant 3

HCID 887MethanolHCID 78491-Bromo-2-ChloroethaneHCID 8168Lauryldimethylamine

Product 1

HCID 14625834HCID 14625834, compound

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Conditions

Temperature
65 °C

Procedure

Into a 1000 mL, round-bottomed flask equipped with air condensers and a magnetic stirring plate was charged N,N-dimethyldodecylamine (186.46 grams, 0.875 moles), 1-bromo-2-chloroethane (125.60 grams, 0.875 moles) and methanol (150 mL). The reaction was maintained at 65° C. for 48 hours. Solvent was removed by rotary evaporation under reduced pressure to yield brown oil. The oil was placed in a beaker and stirred with t-butylmethylether (2 L) causing a brownish white precipitate to form. The solids were collected by vacuum filtration. Solids were dried in a vacuum oven at 30° C. overnight Yield 197.0 grams (0.55 moles, 63%).

Workup

  1. customInto a 1000 mL, round-bottomed flask equipped with air condensers
  2. customSolvent was removed by rotary evaporation under reduced pressure
  3. customto yield brown oil
  4. customto form
  5. filtrationThe solids were collected by vacuum filtration
  6. customSolids were dried in a vacuum oven at 30° C. overnight Yield 197.0 grams (0.55 moles, 63%)

Sources & evidence

ORD record
ord-3589b8926cc240f99d954029c2383323
Source dataset
uspto-grants-1999_05
Patent number
US05900475

Reaction notes

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