Triethylamine → HCID 23313181, compound

HRID 745462Notes

Reaction equation

HRID 745462 reaction equation
[CH2:1]([NH:8][CH2:9][CH:10]([OH:29])[CH2:11][O: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][CH2:26][CH2:27][CH3:28])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH2:37]([O:44][C:45](Cl)=[O:46])[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1>C(Cl)(Cl)Cl>[CH2:1]([N:8]([C:45]([O:44][CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)=[O:46])[CH2:9][CH:10]([OH:29])[CH2:11][O: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][CH2:26][CH2:27][CH3:28])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 13386682HCID 13386682, compound

Product 1

HCID 23313181HCID 23313181, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

21.4 g of 3-benzylamino-1-hexadecyloxy-propan-2-ol are dissolved in 100 cc. of anhydrous chloroform. At first 5.4 g of triethylamine and then a solution of 9 g of chloroformic acid benzyl ester in 50 cc. of chloroform is added dropwise with cooling and the mixture is stirred for 3 hours. The chloroform solution is washed with 5% hydrocholoric acid and water, dried over sodium sulfate, evaporated and the residue is purified by column chromatography (silicic acid gel//chloroform).

Workup

  1. temperaturewith cooling
  2. washThe chloroform solution is washed with 5% hydrocholoric acid and water
  3. dry with materialdried over sodium sulfate
  4. customevaporated
  5. customthe residue is purified by column chromatography (silicic acid gel//chloroform)

Sources & evidence

ORD record
ord-7899c187215147a99b7bd3b3d222b388
Source dataset
uspto-grants-1986_07
Patent number
US04599205

Reaction notes

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