Potassium Carbonate → HCID 53790423, compound

HRID 745604Notes

Reaction equation

HRID 745604 reaction equation
[CH2:1]([O:3][C:4]([CH:6]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7]1)=[O:5])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[Br:21][CH:22]([CH3:26])[C:23](Cl)=[O:24]>C(Cl)Cl>[CH2:1]([O:3][C:4]([CH:6]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]1[C:23](=[O:24])[CH:22]([Br:21])[CH3:26])=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 979802-Bromopropanoyl chlorideHCID 11949691Ethyl Indoline-2-carboxylate

Product 1

HCID 53790423HCID 53790423, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

The starting material is prepared as follows: To 2.7 g of indoline-2-carboxylic acid ethyl ester and 3.4 g of powdered potassium carbonate in 30 ml of methylene chloride, 2.42 g of 2-bromopropanoyl chloride in 10 ml of methylene chloride are added during 2 minutes. The mixture is stirred at room temperature for 2 hours and then partitioned between 50 ml of water and 100 ml of diethyl ether. The organic layer is washed twice with 30 ml of 1N hydrochloric acid and 25 ml of saturated aqueous sodium chloride, dried and evaporated, to yield the 1-(2-bromopropanoyl)-indoline-2-carboxylic acid ethyl ester melting at 101°-103°.

Workup

  1. customThe starting material is prepared
  2. custompartitioned between 50 ml of water and 100 ml of diethyl ether
  3. washThe organic layer is washed twice with 30 ml of 1N hydrochloric acid and 25 ml of saturated aqueous sodium chloride
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-f6d1cfce35114c73bd0b943f5b99e0cf
Source dataset
uspto-grants-1986_07
Patent number
US04599357

Reaction notes

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