Trifluoroacetic acid → Cyclobutanol, 3-amino-1,2,2-trimethyl-

HRID 1749434Notes

Reaction equation

HRID 1749434 reaction equation
[OH:1][C:2]1([CH3:16])[CH2:5][CH:4]([NH:6]C(=O)OC(C)(C)C)[C:3]1([CH3:15])[CH3:14].FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:6][CH:4]1[CH2:5][C:2]([CH3:16])([OH:1])[C:3]1([CH3:15])[CH3:14]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131733579HCID 131733579, compound

Product 1

HCID 118162142Cyclobutanol, 3-amino-1,2,2-trimethyl-

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl (3-hydroxy-2,2,3-trimethylcyclobutyl)carbamate (1.0 equiv.) in anhydrous DCM (0.5 M) was added trifluoroacetic acid (1.0 M) at 0° C. and the mixture was stirred at room temperature for 30 min. After removal of the volatile solvents, the residue was neutralized by ammonia MeOH solution and the final resulting mixture was concentrated to give the crude title product which was used for the next step without further purification. MS (ESI) m/z 130.1 [M+H]+.

Workup

  1. customAfter removal of the volatile solvents
  2. customthe final resulting mixture
  3. concentrationwas concentrated

Sources & evidence

ORD record
ord-4ec6dccf534a4869bba4724ab4c4710f
Source dataset
uspto-grants-2015_10
Patent number
US09156798B2

Reaction notes

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