Acetic Anhydride → HCID 605839, compound

HRID 1576614Notes

Reaction equation

HRID 1576614 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[CH:9]=[CH:8][C:7]2[CH:16]=[CH:17][CH:18]=[CH:19][C:6]1=2.[C:20](OC(=O)C)(=[O:22])[CH3:21]>N1C=CC=CC=1>[C:20]([NH:1][CH2:2][CH2:3][CH2:4][CH:5]1[C:6]2[CH:19]=[CH:18][CH:17]=[CH:16][C:7]=2[CH:8]=[CH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]1=2)(=[O:22])[CH3:21]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 214120995H-Dibenzo[a,d]cycloheptene-5-propanamine

Product 1

HCID 605839HCID 605839, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 5-(3-aminopropyl)-5H-dibenzo[a,d]cycloheptene (0.75 g., 0.003 mole) in 5 ml. of dry pyridine is treated with 1 ml. of acetic anhydride and then heated to refluxing for 30 minutes. The cooled solution is poured into 100 ml. of water and the oil extracted into benzene. The benzene extract is washed with water, 3N hydrochloric acid, water, and evaporated to dryness under reduced pressure. The 5-(3-acetamidopropyl)-5H-dibenzo[a,d]cycloheptene is obtained as a yellow oily residue weighing 0.87 g.

Workup

  1. temperatureto refluxing for 30 minutes
  2. additionThe cooled solution is poured into 100 ml
  3. extractionof water and the oil extracted into benzene
  4. extractionThe benzene extract
  5. washis washed with water, 3N hydrochloric acid, water
  6. customevaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-8beabb6540974f8dae2d8c5d67521982
Source dataset
uspto-grants-1976_09
Patent number
US03981917

Reaction notes

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