Acetaldehyde → Tert-butyl 3-(1-hydroxyethyl)-4-oxospiro[chroman-2,4'-piperidine]-1'-carboxylate

HRID 2154773Notes

Reaction equation

HRID 2154773 reaction equation
[CH2:45]1[O:46][CH2:47][CH2:48][CH2:49]1.[CH2:8]([Li:9])[CH2:10][CH2:11][CH3:12].[CH3:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[CH:1]([NH:2][CH:3]([CH3:4])[CH3:5])([CH3:6])[CH3:7].[CH:42]([CH3:43])=[O:44].[O:19]=[C:20]1[CH2:21][C:22]2([O:23][c:24]3[cH:25][cH:26][cH:27][cH:28][c:29]31)[CH2:30][CH2:31][N:32]([C:35](=[O:36])[O:37][C:38]([CH3:39])([CH3:40])[CH3:41])[CH2:33][CH2:34]2>>[O:19]=[C:20]1[CH:21]([CH:42]([CH3:43])[OH:44])[C:22]2([O:23][c:24]3[cH:25][cH:26][cH:27][cH:28][c:29]31)[CH2:30][CH2:31][N:32]([C:35](=[O:36])[O:37][C:38]([CH3:39])([CH3:40])[CH3:41])[CH2:33][CH2:34]2

Participants

7

Reactant 6

HCID 177AcetaldehydeHCID 7912DiisopropylamineHCID 8028TetrahydrofuranHCID 8058HexaneHCID 40427565Tert-butyl 4-oxo-3,4-dihydrospiro[1-benzopyran-2,4'-piperidine]-1'-carboxylateHCID 178418339Butyllithium

Product 1

HCID 58551124Tert-butyl 3-(1-hydroxyethyl)-4-oxospiro[chroman-2,4'-piperidine]-1'-carboxylate

Sources & evidence

ORD record
ord-647deb8cf75b4b10abc14efcfce15485
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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