Sulfuric Acid → HCID 21518344, compound

HRID 1283500Notes

Reaction equation

HRID 1283500 reaction equation
[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][C:11]([CH:13]([CH3:17])[C:14](N)=[O:15])=[CH:12][C:7]=2[CH2:6][CH2:5][C:4]2[CH:18]=[CH:19][CH:20]=[CH:21][C:3]1=2.S(=O)(=O)(O)[OH:23]>O>[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][C:11]([CH:13]([CH3:17])[C:14]([OH:23])=[O:15])=[CH:12][C:7]=2[CH2:6][CH2:5][C:4]2[CH:18]=[CH:19][CH:20]=[CH:21][C:3]1=2

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 21518347HCID 21518347, compound

Product 1

HCID 21518344HCID 21518344, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
110 °C

Procedure

A suspension of 2-(5-oxo-10,11-dihydrodibenzo[a,d]cyclohepten-2-yl)propionamide (15 g.) in a mixture of sulphuric acid (d = 1.36; 50 cc.) and water (60 cc.) is heated with vigorous stirring for 3 hours at 110°C. After cooling, the product which precipitates is filtered off and then added to N sodium hydroxide solution (55 cc.). The alkaline solution, clarified by filtration, is acidified acid adding N hydrochloric cid (60 cc.). The product which precipitates is filtered off, dried and then recrystallised from carbon tetrachloride (170 cc.) to give 2-(5-oxo-10,11-dihydrodibenzo[a,d]cyclohepten-2-yl)propionic acid (7.4 g.) melting at 122°C.

Workup

  1. temperatureis heated
  2. temperatureAfter cooling
  3. customthe product which precipitates
  4. filtrationis filtered off
  5. additionadded to N sodium hydroxide solution (55 cc.)
  6. filtrationThe alkaline solution, clarified by filtration
  7. additionadding N hydrochloric cid (60 cc.)
  8. customThe product which precipitates
  9. filtrationis filtered off
  10. customdried
  11. customrecrystallised from carbon tetrachloride (170 cc.)

Sources & evidence

ORD record
ord-14cc89de5d904ea0b23de3207109b54f
Source dataset
uspto-grants-1976_08
Patent number
US03975437

Reaction notes

Loading…