Sodium Carbonate → HCID 19828516, compound

HRID 1494847Notes

Reaction equation

HRID 1494847 reaction equation
C([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][C:14]=2[CH2:17][OH:18])[CH2:9]1)C1C=CC=CC=1.C(=O)([O-])[O-].[Na+].[Na+].Cl[C:26]([O:28][CH2:29][CH3:30])=[O:27]>C(Cl)(Cl)Cl>[CH2:29]([O:28][C:26]([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][C:14]=2[CH2:17][OH:18])[CH2:9]1)=[O:27])[CH3:30]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 10928Ethyl chloroformateHCID 198285052-Benzyl-4-hydroxymethylisoindoline

Product 1

HCID 19828516HCID 19828516, compoundYield 66.7%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a mixture of 5.27 g of 2-benzyl-4-hydroxymethylisoindoline and 2.43 g of sodium carbonate in 25 ml of chloroform was added dropwise 2.49 g of ethyl chloroformate under ice-cooling while stirring. After stirring for 2 days at room temperature, the mixture was washed with water and concentrated. The residue was purified by chromatography on silica gel (chloroform/methanol =10/1) to obtain 3.25 g of 2-ethoxycarbonyl-4-hydroxymethylisoindoline.

Workup

  1. temperaturecooling
  2. stirringAfter stirring for 2 days at room temperature
  3. washthe mixture was washed with water
  4. concentrationconcentrated
  5. customThe residue was purified by chromatography on silica gel (chloroform/methanol =10/1)

Sources & evidence

ORD record
ord-0443e2e447c94da6b40da535e6e47b06
Source dataset
uspto-grants-1991_06
Patent number
US05026856

Reaction notes

Loading…