1-Chlorododecane → HCID 86738114, compound
Reaction equation
[CH2:1]([P:5]([CH2:12][CH2:13][CH2:14][N:15]([CH3:17])[CH3:16])[CH2:6][CH2:7][CH2:8][N:9]([CH3:11])[CH3:10])[CH:2]([CH3:4])[CH3:3].[CH2:18]([Cl:30])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]>>[Cl-:30].[CH3:10][N:9]([CH3:11])[CH2:8][CH2:7][CH2:6][P+:5]([CH2:12][CH2:13][CH2:14][N:15]([CH3:16])[CH3:17])([CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH3:18])[CH2:1][CH:2]([CH3:4])[CH3:3]Participants
Conditions
- Temperature
- 130 °C
Procedure
A magnetically stirred mixture of 15.6 g (0.06 mole) of i-butyl bis-(dimethylaminopropyl) phosphine of Example 10 and 12.3 g (0.06 mole) of n-dodecyl chloride was heated under nitrogen to 130° C. and then kept there for 24 hours. The nmr spectrum of a sample of the heated mixture showed a substantial selective quaternarization of the t-phosphine moiety. Accordingly, the crude mixture was heated at 150° C. at 0.2 mm. to distill off the volatile unreacted compounds and to obtain the residual product, i.e. bis-(3-dimethylaminopropyl) dodecyl i-butyl phosphonium chloride. The product weighed 23 g, 82% of the calculated yield, and hardened to a wax like solid at room temperature. Nmr indicated that quaternarization occurred at the phosphine group.
Workup
- distillationto distill off the volatile unreacted compounds
Sources & evidence
- ORD record
- ord-fb31b5292d50487e9bd070f504c434b9
- Source dataset
- uspto-grants-1981_11
- Patent number
- US04302401
Reaction notes
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