1,3-Cyclohexanedione → HCID 9834707, compound

HRID 1837844Notes

Reaction equation

HRID 1837844 reaction equation
[CH:1](=[O:10])/[CH:2]=[CH:3]/[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[C:11]1(=[O:18])[CH2:16][CH2:15][CH2:14][C:13](=[O:17])[CH2:12]1.C([C@@H]1N[C@H](C(C)(C)C)N(C)C1=O)C1C=CC=CC=1>>[OH:10][CH:1]1[CH2:2][C@@H:3]([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)[C:12]2[C:11](=[O:18])[CH2:16][CH2:15][CH2:14][C:13]=2[O:17]1

Participants

4

Reactant 3

HCID 104341,3-CyclohexanedioneHCID 637511CinnamaldehydeHCID 103098345-Benzyl-2-tert-butyl-3-methyl-4-imidazolidinone, (2S,5S)-

Product 1

HCID 9834707HCID 9834707, compound

Procedure

This example describes a representative Michael addition reaction between (E)-cinnamaldehyde and 1,3-cyclohexanedione, catalyzed by the hydrochloride salt of (1), to provide (4S)-2-hydroxy-4-phenyl-2,3,4,6,7,8-hexahydro-5H-chromen-5-one.

Sources & evidence

ORD record
ord-a89a5a0fc786477ca17f93cd96126c16
Source dataset
uspto-grants-2004_08
Patent number
US06784323B2

Reaction notes

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