Hydrochloric Acid → 8-Azabicyclo[3.2.1]oct-2-ene-3-yl trifluoromethylsulfonate hydrochloride

HRID 599346Notes

Reaction equation

HRID 599346 reaction equation
[F:1][C:2]([F:23])([F:22])[S:3]([O:6][C:7]1[CH2:13][CH:12]2[N:14](C(OC(C)(C)C)=O)[CH:9]([CH2:10][CH2:11]2)[CH:8]=1)(=[O:5])=[O:4].[ClH:24]>O1CCOCC1>[ClH:24].[F:23][C:2]([S:3]([O:6][C:7]1[CH2:8][CH:9]2[NH:14][CH:12]([CH2:11][CH2:10]2)[CH:13]=1)(=[O:4])=[O:5])([F:22])[F:1]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 226480948-Boc-3-(trifluoromethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-3-ene

Product 1

HCID 866321808-Azabicyclo[3.2.1]oct-2-ene-3-yl trifluoromethylsulfonate hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

2.76 g of tert-butyl 3-{[(trifluoromethyl)sulfonyl]oxy}-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylate in 13 ml of dioxane are placed in a 100 ml round-bottomed flask. 12.8 ml of a 4N solution of hydrochloric acid in dioxane are then carefully added. The reaction mixture is stirred for 3 h. The dioxane is evaporated off, to give 2.27 g of 8-azabicyclo[3.2.1]oct-2-ene-3-yl trifluoromethylsulfonate hydrochloride.

Workup

  1. customThe dioxane is evaporated off

Sources & evidence

ORD record
ord-7292038c52d94cd386c1f95fc3910ba1
Source dataset
uspto-grants-2011_03
Patent number
US07897773B2

Reaction notes

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