Hydrogen Bromide → HCID 12740028, compound

HRID 648126Notes

Reaction equation

HRID 648126 reaction equation
C([O:3][C:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[CH2:8][C:7]2[CH:15]=[C:16]([CH2:19][C:20]([O:22]CC)=[O:21])[CH:17]=[CH:18][C:6]=2[CH:5]=1)C.Br>C1(C)C(C)=CC=CC=1>[O:3]=[C:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[CH2:8][C:7]2[CH:15]=[C:16]([CH2:19][C:20]([OH:22])=[O:21])[CH:17]=[CH:18][C:6]=2[CH2:5]1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 12902574HCID 12902574, compound

Product 1

HCID 12740028HCID 12740028, compoundYield 84.7%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

In 1 ml of xylene was dissolved 0.1 g of ethyl 10-ethoxy-5H-dibenzo[a,d]cycloheptene-3-acetate obtained in Example 13, and 5 ml of 47% hydrobromic acid was added. The mixture was heated under reflux for 2 hours with vigorous stirring. After the reaction, the reaction mixture was cooled, and then worked up in the same way as in Example 19 to afford 0.07 g of 10,11-dihydro-10-oxo-5H-dibenzo[a,d]cycloheptene-3-acetic acid as a colorless crystalline powder (recrystallized from a mixture of methanol and n-hexane) having a melting point of 186° to 187.5° C.

Workup

  1. additionwas added
  2. temperatureThe mixture was heated
  3. temperatureunder reflux for 2 hours with vigorous stirring
  4. customAfter the reaction
  5. temperaturethe reaction mixture was cooled

Sources & evidence

ORD record
ord-e5395c78d0c9425fbbbf2e042ac9d23a
Source dataset
uspto-grants-1983_10
Patent number
US04410716

Reaction notes

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