Ammonium formate → 5-(Tetrahydro-pyran-2-yl)-2,3-dihydro-1H-isoindole

Reaction equation

C([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([C:17]3[O:18][CH2:19][CH2:20][CH2:21][CH:22]=3)[CH:14]=2)[CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>>[O:18]1[CH2:19][CH2:20][CH2:21][CH2:22][CH:17]1[C:13]1[CH:14]=[C:15]2[C:10](=[CH:11][CH:12]=1)[CH2:9][NH:8][CH2:16]2

Participants

Reactant 2

HCID 2723923Ammonium formate

HCID 577536592-Benzyl-5-(5,6-dihydro-4H-pyran-2-yl)-2,3-dihydro-1H-isoindole

Product 1

HCID 577534695-(Tetrahydro-pyran-2-yl)-2,3-dihydro-1H-isoindole

Procedure

Prepared in analogy to Example A49(b) from 2-benzyl-5-(5,6-dihydro-4H-pyran-2-yl)-2,3-dihydro-1H-isoindole and ammonium formate. Light brown solid. MS (m/e): 204.4 ([M+H]+, 100%).

Sources & evidence

ORD record: ord-bdc98b2d4d1d4212ad6eecf4a29f5615
Source dataset: uspto-grants-2009_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07557114B2

Reaction notes

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