Acetonitrile → HCID 21332354, compound

HRID 2083362Notes

Reaction equation

HRID 2083362 reaction equation
[CH2:1]([N:17]([CH2:19][CH:20]([OH:26])[CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH3:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][N:7]([CH2:9][CH:10]([OH:16])[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH3:8].[CH2:27]([Br:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.[CH3:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40].[C:41](#N)C>>[Br-:34].[Br-:34].[CH2:1]([N+:17]([CH2:19][CH:20]([OH:26])[CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[CH3:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][N+:7]([CH2:9][CH:10]([OH:16])[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])([CH3:41])[CH2:8][C:37]1[CH:36]=[CH:35][CH:40]=[CH:39][CH:38]=1

Participants

5

Reactant 4

HCID 6342AcetonitrileHCID 7498Benzyl BromideHCID 8058HexaneHCID 21332456HCID 21332456, compound

Product 1

HCID 21332354HCID 21332354, compound

Procedure

A mixture of N,N'-(1,6-hexylene)-bis[N-methyl-2-hydroxyheptylamine] (5 g.), benzyl bromide (4.7 g.) and hexane (60 ml.) was heated under reflux (for 5 hr.). Acetonitrile (20 ml.) was added and refluxing was continued (for 5 hr.). The solvents were stripped and the residue was recrystallized from ethylene dichloride, affording N,N'-(1,6-hexylene)-bis[N-benzyl-N-methyl-2-hydroxyheptylammonium]dibromide (V: R = CH3 (CH2)4, R' = CH3, R" = C6H5CH2, X = (CH2)6, Y = Br) (3.5 g., m.p. 127.0 °-129.0° C.)

Workup

  1. temperaturewas heated
  2. temperatureunder reflux (for 5 hr.)
  3. temperaturerefluxing
  4. custom(for 5 hr.)
  5. customthe residue was recrystallized from ethylene dichloride

Sources & evidence

ORD record
ord-aecf1f5803524b5e948b5cefa84968c8
Source dataset
uspto-grants-1978_04
Patent number
US04085144

Reaction notes

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