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Hydrochloric Acid → Methyl 3-amino-1-(4-fluorobenzyl)cyclohexanecarboxylate

HRID 530874
Notes
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Reaction equation

HRID 530874 reaction equation
Cl.C1(C(=[N:15][CH:16]2[CH2:21][CH2:20][CH2:19][C:18]([CH2:26][C:27]3[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=3)([C:22]([O:24][CH3:25])=[O:23])[CH2:17]2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[NH2:15][CH:16]1[CH2:21][CH2:20][CH2:19][C:18]([CH2:26][C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)([C:22]([O:24][CH3:25])=[O:23])[CH2:17]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86698248Methyl 3-(diphenylmethyleneamino)-1-(4-fluorobenzyl)cyclohexanecarboxylate

Product 1

HCID 67983392Methyl 3-amino-1-(4-fluorobenzyl)cyclohexanecarboxylate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a flask, methyl 3-(diphenylmethyleneamino)-1-(4-fluorobenzyl)cyclohexanecarboxylate (crude, from previous step) was dissolved in tetrahydrofuran (15 mL). Concentrated hydrochloric acid (1.2 mL) was added to the reaction. The reaction was stirred at room temperature for 5 hours. The resulting reaction mixture was concentrated to yield the crude product. The crude product was progressed to the next step without further purification.

Workup

  1. customThe resulting reaction mixture
  2. concentrationwas concentrated

Sources & evidence

ORD record
ord-088b249b8f0547c0aa90aaf612a4039e
Source dataset
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09351965B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes