Octadecyl isocyanate → HCID 18183860, compound

HRID 398741Notes

Reaction equation

HRID 398741 reaction equation
[OH:1][CH2:2][CH2:3][N:4]1[CH2:8][CH2:7][CH2:6][CH2:5]1.[CH2:9]([N:27]=[C:28]=[O:29])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]>CC(C)=O>[N:4]1([CH2:3][CH2:2][O:1][C:28](=[O:29])[NH:27][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH2:8][CH2:7][CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 66988Octadecyl isocyanateHCID 762881-Pyrrolidineethanol

Product 1

HCID 18183860HCID 18183860, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

10.1 Grams of N-hydroxyethylpyrrolidine, 23.6 g of octadecyl isocyanate and 100 ml of acetone were charged in a flask equipped with a stirrer and a condenser and refluxed with heating for 3 hours under stirring. The reaction mixture was cooled to room temperature, and the precipitated crystal was filtered off under reduced pressure and washed with acetone, followed by recrystallization from n-hexane to obtained 18.5 g of the desired product. m.p. 57° C.

Workup

  1. customequipped with a stirrer and a condenser
  2. temperaturerefluxed
  3. temperaturewith heating for 3 hours
  4. filtrationthe precipitated crystal was filtered off under reduced pressure
  5. washwashed with acetone
  6. customfollowed by recrystallization from n-hexane

Sources & evidence

ORD record
ord-8af08fe03fca4c1c95f7189400bbe133
Source dataset
uspto-grants-1998_10
Patent number
US05817599

Reaction notes

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