Trimethylamine → HCID 67234389, compound

HRID 1616959Notes

Reaction equation

HRID 1616959 reaction equation
[Br:1]CC[C:4]12[CH2:10][CH:7]([CH2:8][CH2:9]1)[CH:6]=[CH:5]2.[CH3:11][N:12]([CH3:14])[CH3:13].O1[CH2:19][CH2:18]CC1>>[Br-:1].[CH:4]12[CH2:10][CH:7]([CH:6]=[CH:5]1)[CH2:8][CH:9]2[CH2:18][CH2:19][N+:12]([CH3:14])([CH3:13])[CH3:11]

Participants

4

Reactant 3

HCID 1146TrimethylamineHCID 8028TetrahydrofuranHCID 23049455HCID 23049455, compound

Product 1

HCID 67234389HCID 67234389, compound

Procedure

An appropriately sized container was charged under nitrogen with tetrahydrofuran (180 g, 202 mL), 2-bromoethyl norbornene (20.11 g, 100 mmol) and a stock solution of trimethylamine (45% aqueous 65.7 g 79.1 ml). The contents were stirred for 48 hours, at which time the solvents were removed under reduced pressure. A portion of drum grade toluene (200 ml, 173 g) was added. The solvents were then removed once again under reduced pressure with the toluene being useful to promote the azeotropic removal of water. The azeotropic removal of water was repeated with toluene (200 ml 173 g) and subsequently with heptane (200 ml, 136 g). The resulting powder was dried under vacuum for 18 hours.

Workup

  1. customwere removed under reduced pressure
  2. additionA portion of drum grade toluene (200 ml, 173 g) was added
  3. customThe solvents were then removed once again under reduced pressure with the toluene being useful
  4. customthe azeotropic removal of water
  5. customThe azeotropic removal of water
  6. customThe resulting powder was dried under vacuum for 18 hours

Sources & evidence

ORD record
ord-75d08dd07db0497aa24a8477436d183b
Source dataset
uspto-grants-2014_07
Patent number
US08765894B2

Reaction notes

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