Trifluoroacetic acid → (R)-1,3,3-Trimethyl-butylamine trifluoroacetate

HRID 1052135Notes

Reaction equation

HRID 1052135 reaction equation
C(OC(=O)[NH:7][C@H:8]([CH3:14])[CH2:9][C:10]([CH3:13])([CH3:12])[CH3:11])(C)(C)C.[C:16]([OH:22])([C:18]([F:21])([F:20])[F:19])=[O:17]>C(Cl)Cl>[F:19][C:18]([F:21])([F:20])[C:16]([OH:22])=[O:17].[CH3:14][C@@H:8]([NH2:7])[CH2:9][C:10]([CH3:13])([CH3:12])[CH3:11]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 90019919((R)-1,3,3-Trimethyl-butyl)-carbamic acid tert-butyl ester

Product 1

HCID 90020214(R)-1,3,3-Trimethyl-butylamine trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of ((R)-1,3,3-trimethyl-butyl)-carbamic acid tert-butyl ester (35 mg, 0.163 mmol) in CH2Cl2 (1 mL) was added TFA (0.125 mL, 1.625 mmol). The reaction mixture was stirred at RT for 2 h and concentrated to give the desired material which was used without further purification in the next step. 1H NMR (400 MHz, DMSO-d6) δ (ppm): 7.66 (bs, 3H), 3.25 (m, 1H), 1.50 (dd, 1H), 1.38 (dd, 1H), 1.23 (d, 3H), 0.93 (s, 9H).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-5da234baf18a44ec8cef1f45e789df6a
Source dataset
uspto-grants-2016_07
Patent number
US09388199B2

Reaction notes

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