Hydrochloric Acid → HCID 14071497, compound

HRID 620188Notes

Reaction equation

HRID 620188 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[C:5]1(=[O:11])[O:10][C:8](=[O:9])[CH2:7][CH2:6]1.[C:12]([NH:15][CH:16]1[CH2:24][C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:17]1)(=[O:14])[CH3:13].Cl>C(Cl)CCl>[C:12]([NH:15][CH:16]1[CH2:24][C:23]2[C:18](=[CH:19][CH:20]=[C:21]([C:8](=[O:9])[CH2:7][CH2:6][C:5]([OH:10])=[O:11])[CH:22]=2)[CH2:17]1)(=[O:14])[CH3:13]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7922Succinic anhydrideHCID 6451240Aluminum(III) ChlorideHCID 12452137N-(2,3-Dihydro-1H-inden-2-yl)acetamide

Product 1

HCID 14071497HCID 14071497, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

137.3 g (1.03 mol) of anhydrous aluminium chloride and 34.2 g (0.34 mol) of succinic anhydride are suspended in 500 ml of ethylene chloride and 54.5 g (0.311 mol) of 2-acetamido-indane are introduced at room temperature, with vigorous stirring. The mixture is stirred at room temperature for a further 2 hours, ice and 150 ml of concentrated hydrochloric acid are added, and the ethylene chloride is removed by steam distillation. On cooling, 4-(2-acetamido-indan-5-yl)-4-oxobutyric acid crystallises out from the aqueous solution. The acid is purified by being dissolved in 2N sodium hydroxide solution, the solution is filtered and the acid is reprecipitated by means of hydrochloric acid.

Workup

  1. customthe ethylene chloride is removed by steam distillation
  2. temperatureOn cooling
  3. custom4-(2-acetamido-indan-5-yl)-4-oxobutyric acid crystallises out from the aqueous solution
  4. customThe acid is purified
  5. dissolutionby being dissolved in 2N sodium hydroxide solution
  6. filtrationthe solution is filtered
  7. customthe acid is reprecipitated by means of hydrochloric acid

Sources & evidence

ORD record
ord-9e5124c5e9b445ea98e3db3cacce9a98
Source dataset
uspto-grants-1989_04
Patent number
US04820705

Reaction notes

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