Hydrochloric Acid → HCID 20394962, compound

HRID 261445Notes

Reaction equation

HRID 261445 reaction equation
Br.[C:2]([C:5]1[C:15]2[CH2:14][CH2:13][NH:12][CH2:11][CH:10]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:9]=2[CH:8]=[C:7]([OH:22])[C:6]=1[OH:23])([OH:4])=[O:3].[ClH:24].[CH3:25]O>>[ClH:24].[C:2]([C:5]1[C:15]2[CH2:14][CH2:13][NH:12][CH2:11][CH:10]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:9]=2[CH:8]=[C:7]([OH:22])[C:6]=1[OH:23])([O:4][CH3:25])=[O:3]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 20394944HCID 20394944, compound

Product 1

HCID 20394962HCID 20394962, compound

Procedure

A mixture of 3.0 g (0.0079 mole) of 6-carboxy-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide in 200 ml of methanol saturated with hydrogen chloride gas was heated at reflux for 60 hours. The solvent was stripped off and the residue was triturated with ethyl acetate, then recrystallized from methanol-ethyl acetate to give 6-carbomethoxy-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride, m.p. 216°-219° (dec.).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 60 hours
  3. customthe residue was triturated with ethyl acetate
  4. customrecrystallized from methanol-ethyl acetate

Sources & evidence

ORD record
ord-9aa1a9a8e7714a45b771a22962a232d0
Source dataset
uspto-grants-1979_08
Patent number
US04165372

Reaction notes

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