Toluene → 2,2,2-Trifluoro-1-(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)ethanone trifluoroacetate

HRID 1689222Notes

Reaction equation

[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]([F:31])([F:30])[C:10]([N:12]1[CH2:17][C:16]2([CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][CH2:18]2)[O:15][CH2:14][CH2:13]1)=[O:11].C1(C)C=CC=CC=1>C(Cl)Cl>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:31][C:9]([F:8])([F:30])[C:10]([N:12]1[CH2:17][C:16]2([CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)[O:15][CH2:14][CH2:13]1)=[O:11]

Participants

Conditions

Temperature: 20 °C

Procedure

Trifluoroacetic acid (15 mL) was added to a stirred solution of tert-butyl 4-(2,2,2-trifluoroacetyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate (example 12, step c) (1 g) in DCM (15 mL) at 20° C. The resulting solution was stirred at 20° C. for 10 minutes. Toluene (50 mL) was added and the solvents were evaporated under reduced pressure to afford the subtitled compound. Yield 1.4 g.

Workup

customthe solvents were evaporated under reduced pressure

Sources & evidence

ORD record: ord-89f19c9f1750429692f84ec7ed74d0a7
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08148373B2

Reaction notes

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