Trifluoroacetic acid → 2-(tert-Butyldithio)ethanamine

HRID 1482216Notes

Reaction equation

HRID 1482216 reaction equation
C(O)(C(F)(F)F)=O.[C:8]([S:12][S:13][CH2:14][CH2:15][NH:16]C(=O)OC(C)(C)C)([CH3:11])([CH3:10])[CH3:9]>C(Cl)Cl>[C:8]([S:12][S:13][CH2:14][CH2:15][NH2:16])([CH3:11])([CH3:10])[CH3:9]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 89668308Tert-butyl (2-(tert-butyldisulfanyl)ethyl)carbamate2×

Product 1

HCID 4340772-(tert-Butyldithio)ethanamineYield 335.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of TFA (1.0 ml) in DCM (1.0 ml) was added to tert-butyl (2-(tert-butyldisulfanyl)ethyl)carbamate (Compound 6b-A, 100 mg, 0.377 mmol), and the mixture was stirred at room temperature for 15 minutes. The reaction solution was concentrated under reduced pressure to afford the title compound (209 mg, quant.).

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-2e433adbd07e4a2e9758f949840e5181
Source dataset
uspto-grants-2016_08
Patent number
US09409952B2

Reaction notes

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