Trifluoroacetic acid → (S)-(Tetrahydro-pyran-3-yl)amine trifluoroacetate

HRID 246132Notes

Reaction equation

HRID 246132 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:13][CH2:12][CH2:11][O:10][CH2:9]1)(C)(C)C.[F:15][C:16]([F:21])([F:20])[C:17]([OH:19])=[O:18]>ClCCl>[F:15][C:16]([F:21])([F:20])[C:17]([OH:19])=[O:18].[O:10]1[CH2:11][CH2:12][CH2:13][C@H:8]([NH2:7])[CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67324694(S)-tert-butyl tetrahydro-2H-pyran-3-ylcarbamate

Product 1

HCID 71280724(S)-(Tetrahydro-pyran-3-yl)amine trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(S)-(Tetrahydro-pyran-3-yl)-carbamic acid tert-butyl ester (42 mg, 0.21 mmol) was dissolved in dichloromethane (2.2 ml) and cooled in an ice bath. Trifluoroacetic acid (1.2 ml) was slowly added and the reaction was stirred at room temperature for 3 h then evaporated and dried under high vacuum to afford (S)-(Tetrahydro-pyran-3-yl)amine trifluoroacetate which was used without further purification.

Workup

  1. temperaturecooled in an ice bath
  2. customthen evaporated
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-fff9c8c54d0e477aaaac4c38aa4d05de
Source dataset
uspto-grants-2014_02
Patent number
US08658646B2

Reaction notes

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