Triethylamine → HCID 21314110, compound

HRID 971447Notes

Reaction equation

HRID 971447 reaction equation
C(N(CC)CC)C.O1CCOCC1.[N+:14]([C:17]1[CH:25]=[CH:24][C:20]([C:21](Cl)=[O:22])=[CH:19][CH:18]=1)([O-:16])=[O:15].[CH2:26]([O:44][C:45](=[O:48])[NH:46][OH:47])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43]>C(Cl)(Cl)Cl.O>[CH2:26]([O:44][C:45](=[O:48])[NH:46][O:47][C:21](=[O:22])[C:20]1[CH:19]=[CH:18][C:17]([N+:14]([O-:16])=[O:15])=[CH:25][CH:24]=1)[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43]

Participants

7

Conditions

Temperature
25 °C

Procedure

A solution of 7.5 parts of triethylamine in 25 parts of dioxan is added over 2 hours to a stirred suspension of 13.5 parts of p-nitrobenzoyl chloride and 24.2 parts of octadecyl-N-hydroxycarbamate in 125 parts of dioxan at 5° C. keeping the pH in the range pH3 to pH5. The temperature is raised to 25° C. and the mixture is stirred for a further 24 hours and then added to 1000 parts of water to give a waxy solid. The solid is dissolved in 250 parts of chloroform and the solution is washed with 200 parts of water, dried, filtered and is evaporated to constant weight at 40° C. under reduced pressure to give 31.5 parts of n-octadecyl-N-(p-nitrobenzoyloxy)carbamate as a waxy solid m.p. 84° C.

Workup

  1. customto give a waxy solid
  2. washthe solution is washed with 200 parts of water
  3. customdried
  4. filtrationfiltered
  5. customis evaporated to constant weight at 40° C. under reduced pressure

Sources & evidence

ORD record
ord-f85ea55162c44f92900ee4b3ccdd6a78
Source dataset
uspto-grants-1979_07
Patent number
US04160077

Reaction notes

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