Methyl 2-{4-[(tert-butoxycarbonyl)amino]butoxy}-6-hydroxybenzoate → Trifluoroacetic acid

HRID 488658

Reaction equation

HRID 488658 reaction equation
C(OC([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][C:14]1[CH:23]=[CH:22][CH:21]=[C:20]([OH:24])[C:15]=1[C:16]([O:18][CH3:19])=[O:17])=O)(C)(C)C.[F:25][C:26]([F:31])([F:30])[C:27]([OH:29])=[O:28].ClCCl>>[NH2:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][C:14]1[CH:23]=[CH:22][CH:21]=[C:20]([OH:24])[C:15]=1[C:16]([O:18][CH3:19])=[O:17].[F:25][C:26]([F:31])([F:30])[C:27]([OH:29])=[O:28]

Participants

4

Reactant 2

HCID 10980693Methyl 2-{4-[(tert-butoxycarbonyl)amino]butoxy}-6-hydroxybenzoateHCID 21863450Trifluoroacetic acid methylene chloride

Product 2

HCID 6422Trifluoroacetic acidHCID 11832643Methyl 2-(4-aminobutoxy)-6-hydroxybenzoate

Procedure

Methyl 2-{4-[(tert-butoxycarbonyl)amino]butoxy}-6-hydroxybenzoate (410 mg, 1.2 mmol) was treated with trifluoroacetic acid/dichloromethane (6 mL, 1:1/v:v) at ambient temperature for 3 hours, concentrated under reduced pressure and evaporated with acetonitrile twice to provide the titled amine as its trifluoroacetic acid salt (450 mg).

Workup

  1. concentrationconcentrated under reduced pressure
  2. customevaporated with acetonitrile twice

Sources & evidence

ORD record
ord-568236dc42d244379cbec0ebfbe7e366
Source dataset
uspto-grants-2005_12
Patent number
US06972340B2

Linked notes

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