Trifluoroacetic acid → Trifluoroacetate

HRID 502672Notes

Reaction equation

HRID 502672 reaction equation
C(OC(=O)[NH:7][CH2:8][CH:9]1[CH2:13][CH2:12][CH2:11][S:10]1)(C)(C)C.[F:15][C:16]([F:21])([F:20])[C:17]([OH:19])=[O:18]>C(Cl)Cl>[S:10]1[CH2:11][CH2:12][CH2:13][CH:9]1[CH2:8][NH2:7].[F:15][C:16]([F:21])([F:20])[C:17]([O-:19])=[O:18]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acid2×HCID 68460638HCID 68460638, compound

Product 2

HCID 84468TrifluoroacetateYield 83%HCID 15629560Tetrahydro-2-thiophenemethanamine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 2-[(N-tbutoxycarbonlylamino)methyl]-tetrahydrothiophene 222 (500 mg, 2.3 mmol) in DCM (25 mL) was treated with trifluoroacetic acid (10 mL). The mixture was stirred at rt for 1 h before the DCM and excess TFA were removed under reduced pressure. The oily residue was triturated with diethyl ether to afford 223 as its trifluoroacetate salt (440 mg, 1.9 mmol, 83%) as an off-white solid, which was used without further purification.

Workup

  1. customwere removed under reduced pressure
  2. customThe oily residue was triturated with diethyl ether

Sources & evidence

ORD record
ord-74f7f6cb35b34a97b55b6f19c66b4494
Source dataset
uspto-grants-2010_08
Patent number
US07776867B2

Reaction notes

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