Hydrochloric Acid → HCID 23508318, compound

HRID 1883713Notes

Reaction equation

HRID 1883713 reaction equation
C([NH:4][C:5]1[CH:6]=[CH:7][C:8]([CH:14]([CH3:21])[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[C:9]2[C:13]=1[CH2:12][CH2:11][CH2:10]2)(=O)C.[ClH:22]>>[ClH:22].[NH2:4][C:5]1[CH:6]=[CH:7][C:8]([CH:14]([CH3:21])[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[C:9]2[C:13]=1[CH2:12][CH2:11][CH2:10]2

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 23508311HCID 23508311, compound

Product 1

HCID 23508318HCID 23508318, compound

Conditions

Temperature
118 °C

Procedure

Ethyl 3-[7-acetylamino-indan-4-yl]-butanoate (1.66 g, Reference Example 6) was treated with 6M aqueous hydrochloric acid. The stirred mixture was heated at 118° C. for 4 hours, then left to stand at room temperature for 48 hours and then evaporated. The residue was treated with ethanol (100 mL) and concentrated hydrochloric acid (4 drops). This mixture was heated at reflux for 2.5 hours, then allowed to stand at room temperature for 16 hours and then evaporated. The residue was dissolved in a little ethanol and the solution was evaporated. The residue was dried under high vacuum to give the title compound (1.57 g) as a fine solid.

Workup

  1. waitleft
  2. customevaporated
  3. additionThe residue was treated with ethanol (100 mL) and concentrated hydrochloric acid (4 drops)
  4. temperatureThis mixture was heated
  5. temperatureat reflux for 2.5 hours
  6. waitto stand at room temperature for 16 hours
  7. customevaporated
  8. dissolutionThe residue was dissolved in a little ethanol
  9. customthe solution was evaporated
  10. customThe residue was dried under high vacuum

Sources & evidence

ORD record
ord-e306141cc85b4f0ab9bdf8e54c7f6d9e
Source dataset
uspto-grants-2004_07
Patent number
US06762199B2

Reaction notes

Loading…