Triethylamine → HCID 20324081, compound

HRID 839263Notes

Reaction equation

HRID 839263 reaction equation
C(N([CH2:6][CH3:7])CC)C.[OH:8][NH:9][C:10](=[O:18])[O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.O1CCOCC1.[C:25]1(C)[C:26]([S:31](Cl)(=[O:33])=[O:32])=[CH:27][CH:28]=C[CH:30]=1>C1(C)C=CC=CC=1.O>[C:6]1([CH3:7])[CH:28]=[CH:27][C:26]([S:31]([O:8][NH:9][C:10](=[O:18])[O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)(=[O:33])=[O:32])=[CH:25][CH:30]=1

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 8623o-Toluenesulfonyl chlorideHCID 312751,4-DioxaneHCID 148233Phenyl N-hydroxycarbamate

Product 1

HCID 20324081HCID 20324081, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Conditions

Temperature
25 °C

Procedure

20.4 Parts of triethylamine are added to a stirred mixture of 30.4 parts of phenyl N-hydroxycarbamate, 100 parts of dioxan and 38.1 parts of toluenesulphonylchloride at 0° C, keeping the pH in the range 2 to 5. The mixture is then stirred for 18 hours at 25° C and added to 500 parts of water. The oily precipitate is taken up in 500 parts of toluene and the solution is washed with water, dried, filtered and evaporated to constant weight at 40° C under reduced pressure to give 59 parts of phenyl N-p-toluenesulphonyloxycarbamate as a yellow oil.

Workup

  1. washthe solution is washed with water
  2. customdried
  3. filtrationfiltered
  4. customevaporated to constant weight at 40° C under reduced pressure

Sources & evidence

ORD record
ord-55eeb7358582460da78cb1ccceee303b
Source dataset
uspto-grants-1978_06
Patent number
US04094863

Reaction notes

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