Methyl Ethyl Ketone → 1'-(tetrahydro-2H-pyran-2-ylmethyl)-5,6-dihydrospiro[benzo[1,2-b:5,4-b']difuran-3,3'-indol]-2'(1'H)-one

HRID 149860Notes

Reaction equation

HRID 149860 reaction equation
[Br:22][CH2:23][CH:24]1[O:25][CH2:26][CH2:27][CH2:28][CH2:29]1.[C:30](=[O:31])([O-:32])[O-:33].[CH3:36][C:37](=[O:38])[CH2:39][CH3:40].[Cs+:34].[Cs+:35].[NH:1]1[C:2](=[O:21])[C:3]2([c:4]3[c:5]([cH:8][c:9]4[c:13]([cH:14]3)[CH2:12][CH2:11][O:10]4)[O:6][CH2:7]2)[c:15]2[cH:16][cH:17][cH:18][cH:19][c:20]21>>[N:1]1([CH2:23][CH:24]2[O:25][CH2:26][CH2:27][CH2:28][CH2:29]2)[C:2](=[O:21])[C:3]2([c:4]3[c:5]([cH:8][c:9]4[c:13]([cH:14]3)[CH2:12][CH2:11][O:10]4)[O:6][CH2:7]2)[c:15]2[cH:16][cH:17][cH:18][cH:19][c:20]21

Participants

6

Reactant 5

HCID 6569Methyl Ethyl KetoneHCID 19660Carbonate IonHCID 104967Cesium cation2×HCID 1419172-(Bromomethyl)tetrahydro-2H-pyranHCID 592633545,6-dihydro-2H-spiro[benzofuro[6,5-b]furan-3,3'-indolin]-2'-one

Product 1

HCID 593526301'-(tetrahydro-2H-pyran-2-ylmethyl)-5,6-dihydrospiro[benzo[1,2-b:5,4-b']difuran-3,3'-indol]-2'(1'H)-one

Sources & evidence

ORD record
ord-a83462d7a1ac45fa902183d19d8dc0bc
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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