Bromine → HCID 86744381, compound
Reaction equation
[Br-:1].[OH:2][CH2:3][CH2:4][N+:5]([CH3:8])([CH3:7])[CH3:6].BrBr>O>[Br-:1].[Br-:1].[Br-:1].[OH:2][CH2:3][CH2:4][N+:5]([CH3:8])([CH3:7])[CH3:6].[OH:2][CH2:3][CH2:4][N+:5]([CH3:8])([CH3:7])[CH3:6].[OH:2][CH2:3][CH2:4][N+:5]([CH3:8])([CH3:7])[CH3:6]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
The recrystallized N-(2-hydroxyethyl)-N,N,N-trimethylammonium bromide (55.86 grams, 0.30 moles) was placed in a 100 ml flask fitted with a magnetic stirrer and a pressure equalizing addition funnel. Water (29 ml) was added to make a 50% solution and the solution was stirred vigorously while 48.5 grams (0.30 moles) of bromine was added dropwise from the addition funnel. The tribromide fell out of solution as a dark red oil. The product was separated from the aqueous layer by decantation and the residual water removed by warming to 50° C. at aspirator pressure for fifteen minutes. The yield of N-(2-hydroxyethyl)-N,N,N-trimethylammonium tribromide was 103.16 grams. Analysis: %Brtot =67.63 (exp), 69.71 (theo); %Brox =44.10 (exp), 46.41 (theo).
Workup
- customfitted with a magnetic stirrer
- additionaddition funnel
- additionwas added dropwise from the addition funnel
- customThe product was separated from the aqueous layer by decantation
- customthe residual water removed
Sources & evidence
- ORD record
- ord-2e483024f187451db537f0d1df3e35fb
- Source dataset
- uspto-grants-1990_12
- Patent number
- US04976874
Reaction notes
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