Trifluoroacetic acid → spiro[indene-1,4'-piperidin]-3(2H)-one

Reaction equation

CC(OC([N:8]1[CH2:13][CH2:12][C:11]2([C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:15](=[O:16])[CH2:14]2)[CH2:10][CH2:9]1)=O)(C)C.FC(F)(F)C(O)=O>>[NH:8]1[CH2:13][CH2:12][C:11]2([C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:15](=[O:16])[CH2:14]2)[CH2:10][CH2:9]1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 18673579Tert-butyl 3-oxo-2,3-dihydrospiro[indene-1,4'-piperidine]-1'-carboxylate

Product 1

HCID 18467061spiro[indene-1,4'-piperidin]-3(2H)-one

Procedure

N-boc-1-[4-spiro-piperidine]-3-indanone and trifluoroacetic acid were processed according to the method of Example 137D to provide the product. No purification was required. MS (ESI+) m/z 202 (M+H)+.

Workup

customto provide the product
customNo purification

Sources & evidence

ORD record: ord-1e22e9439e894a48882e64220d6e90f4
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08546374B2

Reaction notes

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