Acetyl chloride → HCID 22416519, compound

HRID 1284224Notes

Reaction equation

HRID 1284224 reaction equation
[CH2:1]([C:3]1(O)[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH:7]=[CH:6][C:5]2[CH:14]=[CH:15][CH:16]=[CH:17][C:4]1=2)[CH3:2].C(Cl)(=O)C>>[CH:1](=[C:3]1[C:4]2[CH:17]=[CH:16][CH:15]=[CH:14][C:5]=2[CH:6]=[CH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]1=2)[CH3:2]

Participants

3

Reactant 2

HCID 6367Acetyl chlorideHCID 15818605HCID 15818605, compound

Product 1

HCID 22416519HCID 22416519, compound

Procedure

5-Ethyl-5-hydroxy-5H-dibenzo[a,d]cycloheptene (13.7 g., 0.058 mole) is dissolved in 80 ml. of acetyl chloride and the solution heated to refluxing for 90 minutes. The acetyl chloride is evaporated under reduced pressure and the residue dissolved in benzene. After washing with alkali followed by a water wash, the benzene is removed and the product distilled under reduced pressure. The desired 5-ethylidene-5H-dibenzo[a,d]cycloheptene is obtained as the fraction boiling at 130°-135°C. (0.02 mm.). It crystallized on cooling. The compound was purified further by recrystallization from 95% alcohol.

Workup

  1. temperatureto refluxing for 90 minutes
  2. customThe acetyl chloride is evaporated under reduced pressure
  3. dissolutionthe residue dissolved in benzene
  4. washAfter washing with
  5. washwash
  6. customthe benzene is removed
  7. distillationthe product distilled under reduced pressure

Sources & evidence

ORD record
ord-d1ddb7ca52f94c6e94555cf81f882089
Source dataset
uspto-grants-1976_08
Patent number
US03978121

Reaction notes

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