Triethylamine → HCID 55297453, compound

HRID 1520239Notes

Reaction equation

HRID 1520239 reaction equation
C([N:3]([CH2:6][CH3:7])CC)C.Cl[C:9](Cl)([O:11][C:12](=[O:18])[O:13][C:14](Cl)(Cl)Cl)Cl.C(Cl)Cl.CO>C(Cl)Cl>[NH2:3][CH2:6][CH2:7][CH:9]1[CH2:14][O:13][C:12](=[O:18])[O:11]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 94429TriphosgeneHCID 21226129Dichloromethane methanol

Product 1

HCID 55297453HCID 55297453, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the diol (9 g, 37.66 mmol) in CH2Cl2 (200 mL) was added triethylamine (15.2 g, 151 mmol) at −20˜30° C. under N2. After several minutes, triphosgene (5.5 g, 18.83 mmol) was added to the mixture dropwise at this temperature and stirred at −20˜30° C. for half an hour. Then the mixture was stirred at room temperature for 15 h. TLC (CH2Cl2/MeOH=10:1) showed the starting material was almost consumed. To the mixture was added water and extracted with ethyl acetate.

Workup

  1. waitAfter several minutes
  2. stirringThen the mixture was stirred at room temperature for 15 h
  3. customwas almost consumed
  4. additionTo the mixture was added water
  5. extractionextracted with ethyl acetate

Sources & evidence

ORD record
ord-6011ac64c7b9474f81cc8ffe25b77dc8
Source dataset
uspto-grants-2015_07
Patent number
US09073905B2

Reaction notes

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