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2-(2-Oxo-2-phenylethyl)cyclohexanone → HCID 12270286, compound

HRID 1579897
Notes
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Reaction equation

HRID 1579897 reaction equation
[CH2:1]([CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][C:11]1=O)[C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=O.[NH2:17][C:18]1[CH:26]=[C:22]([C:23]([OH:25])=[O:24])[C:21]([OH:27])=[C:20]([Br:28])[CH:19]=1>C(O)(=O)C>[Br:28][C:20]1[C:21]([OH:27])=[C:22]([C:23]([OH:25])=[O:24])[CH:26]=[C:18]([N:17]2[C:11]3[CH2:12][CH2:13][CH2:14][CH2:15][C:10]=3[CH:1]=[C:2]2[C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:19]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 105128992-(2-Oxo-2-phenylethyl)cyclohexanoneHCID 203275555-Amino-3-bromo-2-hydroxybenzoic acid

Product 1

HCID 12270286HCID 12270286, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 8.1 g. (0.038 mole) of 2-phenacylcyclohexanone, 8.7 g. (0.038 mole) of 5-amino-3-bromosalicylic acid, and 50 ml. of glacial acetic acid was heated under reflux for 1 hour, cooled and filtered. Recrystallization of the collected solid from acetonitrile gave 7.0 g. (46%) of yellow crystals, m.p. 209°-210°.

Workup

  1. additionA mixture of 8.1 g
  2. temperatureunder reflux for 1 hour
  3. temperaturecooled
  4. filtrationfiltered
  5. customRecrystallization of the collected solid from acetonitrile
  6. customgave 7.0 g

Sources & evidence

ORD record
ord-44c2f77f93204f87bb45a32f82c4ed54
Source dataset
uspto-grants-1976_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US03931407

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes