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Hydrochloric Acid → 1-(6-Chloro-2,3,4,9-tetrahydro-1H-beta-carbolin-1-yl)cyclobutanecarboxylic Acid

HRID 1700368
Notes
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Reaction equation

HRID 1700368 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11]1[CH:10]([C:16]3([C:20]([O:22]CC)=[O:21])[CH2:19][CH2:18][CH2:17]3)[NH:9][CH2:8][CH2:7][C:6]2=1.Cl>O.C(O)C.[OH-].[Na+]>[Cl:2][C:3]1[CH:4]=[C:5]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11]1[CH:10]([C:16]3([C:20]([OH:22])=[O:21])[CH2:17][CH2:18][CH2:19]3)[NH:9][CH2:8][CH2:7][C:6]2=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 18317933Ethyl 1-(6-chloro-2,3,4,9-tetrahydro-1H-beta-carbolin-1-yl)cyclobutanecarboxylate Hydrochloride

Product 1

HCID 183178661-(6-Chloro-2,3,4,9-tetrahydro-1H-beta-carbolin-1-yl)cyclobutanecarboxylic Acid

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolvent
HCID 14798
Sodium Hydroxide
Solvent

Conditions

Temperature
50 °C

Procedure

A suspension of 1 g of the compound of Example 1 in 15 ml of water, 30 ml of ethanol and 5 ml of 1 M sodium hydroxide solution is heated at 50° C. for 10 hours. The reaction mixture is then cooled and 5 ml of 1M HCl are added. The resulting precipitate is suction-filtered off, washed with water and then dried in vacuo, enabling the expected product to be isolated.

Workup

  1. temperatureThe reaction mixture is then cooled
  2. filtrationThe resulting precipitate is suction-filtered off
  3. washwashed with water
  4. customdried in vacuo
  5. customto be isolated

Sources & evidence

ORD record
ord-9decba4aa715431690f1baba7471d79c
Source dataset
uspto-grants-2002_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06350757B1

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes