Trimethylamine → HCID 11772770, compound

HRID 272268Notes

Reaction equation

HRID 272268 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]Br.[CH3:13][N:14]([CH3:16])[CH3:15]>C1COCC1>[Br-:1].[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][N+:14]([CH3:16])([CH3:15])[CH3:13]

Participants

4

Reactant 2

HCID 1146Trimethylamine2×HCID 2214831,10-Dibromodecane

Product 1

HCID 11772770HCID 11772770, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

1,10-Dibromodecane (20 grams, 66.7 mmoles) and THF (100 milliliters) were placed in a 500-mL, three-necked flask. The solution was cooled to 0° C. with an ice-water bath. Anhydrous trimethylamine (3 grams, 50.8 mmoles) was added to the mixture by slowly bubbling trimethylamine gas for about 15 minutes. Then the reaction mixture was allowed to warm to room temperature and stirred at room temperature overnight. The solid material was filtered and washed with THF (5×30 milliliters). After drying in vacuo overnight, 12.5 grams (34.82 mmoles, 69% based on the amine used) of the product was obtained as a white solid.

Workup

  1. temperatureto warm to room temperature
  2. filtrationThe solid material was filtered
  3. washwashed with THF (5×30 milliliters)
  4. customAfter drying in vacuo overnight, 12.5 grams (34.82 mmoles, 69%
  5. customwas obtained as a white solid

Sources & evidence

ORD record
ord-5d870822a25d4f45800cd0878fe71c51
Source dataset
uspto-grants-2008_11
Patent number
US07456156B2

Reaction notes

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