Hydrochloric Acid → 2-Amino-2-(10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-yl)acetic acid hydrochloride

HRID 258195Notes

Reaction equation

HRID 258195 reaction equation
C1(C(=[N:14][CH:15]([CH:21]2[C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=3[CH2:25][CH2:24][C:23]3[CH:32]=[CH:33][CH:34]=[CH:35][C:22]2=3)[C:16]([O:18]CC)=[O:17])C2C=CC=CC=2)C=CC=CC=1.[ClH:36]>>[ClH:36].[NH2:14][CH:15]([CH:21]1[C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=2[CH2:25][CH2:24][C:23]2[CH:32]=[CH:33][CH:34]=[CH:35][C:22]1=2)[C:16]([OH:18])=[O:17]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 19385932Ethyl alpha-[(diphenylmethylene)amino]-10,11,dihydro-5H-dibenzo[a,d]cycloheptene-5-acetate

Product 1

HCID 678056032-Amino-2-(10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-yl)acetic acid hydrochloride

Procedure

The crude ethyl α-[(diphenylmethylene)amino]-10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5-acetate is mixed with 250 mL of 6N hydrochloric acid solution and heated at reflux for 2 hours. After cooling to room temperature a solid is collected by filtration, washed with water and diethyl ether, air dried, then dried at 50° C./2 mm Hg. This provides 6.43 g of the title compound; mp >280° C.

Workup

  1. temperatureheated
  2. temperatureat reflux for 2 hours
  3. filtrationis collected by filtration
  4. washwashed with water and diethyl ether, air
  5. customdried
  6. customdried at 50° C./2 mm Hg

Sources & evidence

ORD record
ord-c403c9227fd146e4aec5515c03867bdd
Source dataset
uspto-grants-1993_11
Patent number
US05264577

Reaction notes

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