Potassium Carbonate → 2-(p-Benzoylphenoxy)ethylcarbamic acid ethyl ester

HRID 2058267Notes

Reaction equation

HRID 2058267 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[CH2:16]([O:18][C:19](=[O:24])[NH:20][CH2:21][CH2:22]Cl)[CH3:17].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:16]([O:18][C:19](=[O:24])[NH:20][CH2:21][CH2:22][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8](=[O:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][CH:7]=1)[CH3:17]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 143474-HydroxybenzophenoneHCID 80621Ethyl 2-chloroethylcarbamate

Product 1

HCID 536435292-(p-Benzoylphenoxy)ethylcarbamic acid ethyl esterYield 80%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

10 g of p-hydroxybenzophenone are dissolved in 100 ml of dimethylformamide. 8.3 g of 2-chloroethylcarbamic acid ethyl ester and 13.8 g of potassium carbonate are added to the solution and the mixture is warmed to 100° C. and maintained there for 3 hours with stirring. The mixture is poured onto an ice/water bath. The resulting crystals are filtered and washed with water. The crystalline substance is dried at 40° C. in a vacuum drying oven. Recrystallization once from ether yields 12.5 g (80%) of 2-(p-benzoylphenoxy)ethylcarbamic acid ethyl ester, m.p.--84°-86° C.

Workup

  1. temperaturemaintained there for 3 hours
  2. additionThe mixture is poured onto an ice/water bath
  3. filtrationThe resulting crystals are filtered
  4. washwashed with water
  5. customThe crystalline substance is dried at 40° C. in a vacuum
  6. customdrying oven
  7. customRecrystallization once from ether

Sources & evidence

ORD record
ord-5dca7ffce05a48aa832647494d047bd1
Source dataset
uspto-grants-1980_07
Patent number
US04215139

Reaction notes

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