Decylamine → 3-(Decylamino)propane-1,2-diol

HRID 1033705Notes

Reaction equation

HRID 1033705 reaction equation
[CH2:1]([NH2:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[CH2:12]1[O:14][CH:13]1[CH2:15][OH:16]>CO>[CH2:1]([NH:11][CH2:12][CH:13]([OH:14])[CH2:15][OH:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

4

Reactant 2

HCID 8916DecylamineHCID 11164Glycidol

Product 1

HCID 128205743-(Decylamino)propane-1,2-diolYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

The procedures of Ulsperger et al., J. Prakt. Chemie, Vol. 27, pp. 195-212 (1965), the disclosures of which are hereby incorporated herein by reference in their entirety, were substantially followed. Specifically, 15.8 g decylamine (0.1M) and 7.4 g glycidol (0.1M) were mixed in 250 ml methanol at 60°-80° C. and refluxed for 10 hours. The methanol was rotary evaporated. The product was a semisolid, 23.2 g (yield 100%). After recrystallization with hexane, pure white solid DDP, m.p. 65°-67° C. (m.p.70°-70.5° C., lit.), was recovered.

Workup

  1. temperaturerefluxed for 10 hours
  2. customAfter recrystallization with hexane, pure white solid DDP, m.p. 65°-67° C. (m.p.70°-70.5° C., lit.)
  3. customwas recovered

Sources & evidence

ORD record
ord-e6a745a82ceb4c4393975628a329019b
Source dataset
uspto-grants-1994_05
Patent number
US05312617

Reaction notes

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