Trifluoroacetic acid → (R)-5-aminohexan-1-ol trifluoroacetate

HRID 529551Notes

Reaction equation

HRID 529551 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][C@H:6]([NH:8]C(=O)OC(C)(C)C)[CH3:7].[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].[NH2:8][C@H:6]([CH3:7])[CH2:5][CH2:4][CH2:3][CH2:2][OH:1]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86706228(R)-tert-butyl 6-hydroxyhexan-2-ylcarbamate

Product 1

HCID 86706229(R)-5-aminohexan-1-ol trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of (R)-tert-butyl 6-hydroxyhexan-2-ylcarbamate (0.530 g, 2.44 mmol) in DCM (1.5 mL) was added TFA (1.88 mL, 24.4 mmol). The resulting clear solution was stirred at rt for 1 hr. The reaction was concentrated. The obtained oily residue was dried under vacuum to give (R)-5-aminohexan-1-ol trifluoroacetate as a light brown oil.

Workup

  1. concentrationThe reaction was concentrated
  2. customThe obtained oily residue was dried under vacuum

Sources & evidence

ORD record
ord-82f2738d51c04d8b969924d4cd206a7d
Source dataset
uspto-grants-2016_05
Patent number
US09346852B2

Reaction notes

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