Trifluoroacetic acid → HCID 24899506, compound

HRID 1869223Notes

Reaction equation

HRID 1869223 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:11]3([CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]3)[CH2:10][N:9]2[CH:24]([CH3:26])[CH3:25])=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[C:11]3([CH2:16][CH2:15][NH:14][CH2:13][CH2:12]3)[CH2:10][N:9]2[CH:24]([CH3:26])[CH3:25])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57985961HCID 57985961, compound

Product 1

HCID 24899506HCID 24899506, compoundYield 285.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Under a nitrogen atmosphere, treat 1,1-dimethylethyl 1-(4-chlorophenyl)-2-isopropyl-2,7-diazaspiro[3.5]nonane-7-carboxylate (2.74 g) in dry CH2Cl2 (10 mL) with trifluoroacetic acid (2×5 mL) at RT for 45 min. Concentrate the reaction mixture in vacuo. Add CH2Cl2 (10 mL) and concentrate in vacuo (three times) to give a viscous colorless oil (5.76 g). Partition this oil between CH2Cl2 and 1N NaOH. Concentrate the dried (MgSO4) CH2Cl2 solution in vacuo to give the title compound (1.37 g) as a viscous oil.

Workup

  1. concentrationConcentrate the reaction mixture in vacuo
  2. concentrationAdd CH2Cl2 (10 mL) and concentrate in vacuo (three times)

Sources & evidence

ORD record
ord-22115552fffb4ae29b37347ee5992710
Source dataset
uspto-grants-2009_12
Patent number
US07638526B2

Reaction notes

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