Chloroform → HCID 19773953, compound

HRID 1613535Notes

Reaction equation

HRID 1613535 reaction equation
C(Cl)(Cl)Cl.C(N(CC)CC)C.[CH2:12]([O:28][C:29]1[CH:30]=[C:31]([C:35]2[N:39]([C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)[N:38]=[C:37]([OH:46])[CH:36]=2)[CH:32]=[CH:33][CH:34]=1)[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][CH3:27].[C:47](Cl)(=[O:57])[O:48][CH2:49][CH:50]([CH2:55][CH3:56])[CH2:51][CH2:52][CH2:53][CH3:54]>O>[CH2:55]([CH:50]([CH2:51][CH2:52][CH2:53][CH3:54])[CH2:49][O:48][C:47]([O:46][C:37]1[CH:36]=[C:35]([C:31]2[CH:32]=[CH:33][CH:34]=[C:29]([O:28][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][CH2:26][CH3:27])[CH:30]=2)[N:39]([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)[N:38]=1)=[O:57])[CH3:56]

Participants

6

Reactant 4

HCID 6212ChloroformHCID 8471TriethylamineHCID 627832-Ethylhexyl chloroformateHCID 178443049HCID 178443049, compound

Product 1

HCID 19773953HCID 19773953, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
25 °C

Procedure

50 ml of chloroform and 1.9 ml (0.014 mol) of triethylamine were added and dissolved in 5.3 g (0.011 mol) of 5-(3-hexadecyloxyphenyl)-3-hydroxy-1-phenylpyrazole and stirred at 25° C. To this was dropwise added 2.3 g (0.012 mol) of 2-ethylhexyl chlorocarbonate. After stirring for 30 minutes, cold water was added to the reaction mixture for liquid separation, and the chloroform layer separated was washed two times with 50 ml of cold water and then dried with Glauber's salt. After the Glauber's salt was filtrated out, the chloroform was distilled out, and the remaining precipitate was purified by column chromatography. The product was oily. Yield: 5.7 g, 82%.

Workup

  1. stirringAfter stirring for 30 minutes
  2. customthe chloroform layer separated
  3. washwas washed two times with 50 ml of cold water
  4. dry with materialdried with Glauber's salt
  5. filtrationAfter the Glauber's salt was filtrated out
  6. distillationthe chloroform was distilled out
  7. customthe remaining precipitate was purified by column chromatography

Sources & evidence

ORD record
ord-45c7dd9fff6d48e0a495cc924646426e
Source dataset
uspto-grants-1993_03
Patent number
US05194348

Reaction notes

Loading…