Pyridine → HCID 14593424, compound

HRID 650456Notes

Reaction equation

HRID 650456 reaction equation
Cl[C:2]([O:4][CH:5]([Cl:7])[CH3:6])=[O:3].[CH2:8]([OH:26])[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][CH3:25].N1C=CC=CC=1>C(Cl)(Cl)Cl>[C:2](=[O:3])([O:26][CH2:8][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][CH3:25])[O:4][CH:5]([Cl:7])[CH3:6]

Participants

5

Reactant 3

HCID 1049PyridineHCID 8221Stearyl AlcoholHCID 5213051-Chloroethyl chloroformate

Product 1

HCID 14593424HCID 14593424, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

1-Chloroethyl chloroformate (7.15 g, 50 mmol) and 1-octadecanol (13.53 g, 50 mmol) were suspended in chloroform (100 ml) at 0° C. Pyridine (3.96 g, 50 mmol) was added dropwise during 20 minutes, maintaining the temperature below 10° C. After stirring at room temperature for 24 hours the reaction mixture was washed four times with 1N hydrochloric acid, once with a saturated sodium bicarbonate solution and finally twice with water. The organic solution was dried with magnesium sulphate and the solvent was removed at reduced pressure. Yield: 19 g.

Workup

  1. temperaturemaintaining the temperature below 10° C
  2. washwas washed four times with 1N hydrochloric acid
  3. dry with materialThe organic solution was dried with magnesium sulphate
  4. customthe solvent was removed at reduced pressure

Sources & evidence

ORD record
ord-66baf22dc53a451cb972d61c4f453bb7
Source dataset
uspto-grants-2001_08
Patent number
US06274120B1

Reaction notes

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