3-Amino-5,5-dimethyl-2-cyclohexen-1-one → HCID 22117841, compound

HRID 1740443Notes

Reaction equation

HRID 1740443 reaction equation
[NH2:1][C:2]1[CH2:7][C:6]([CH3:9])([CH3:8])[CH2:5][C:4](=[O:10])[CH:3]=1.CO[CH:13](OC)[C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[C:16]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:15]=1>>[CH2:24]([O:23][C:16]1[CH:15]=[C:14]([CH:13]2[C:3]3[C:4](=[O:10])[CH2:5][C:6]([CH3:9])([CH3:8])[CH2:7][C:2]=3[NH:1][C:2]3[CH2:7][C:6]([CH3:9])([CH3:8])[CH2:5][C:4](=[O:10])[C:3]2=3)[CH:19]=[CH:18][C:17]=1[N+:20]([O-:22])=[O:21])[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

3

Reactant 2

HCID 1366803-Amino-5,5-dimethyl-2-cyclohexen-1-oneHCID 22117852HCID 22117852, compound

Product 1

HCID 22117841HCID 22117841, compound

Procedure

Reaction of 3-amino-5,5-dimethyl-2-cyclohexen-1-one with 4-nitro-3-benzyloxybenzaldehyde dimethyl acetal in an analogous manner to that described in Example 1, gave 9-(3-benzyloxy-4-nitrophenyl)-3,4,6,7,9,10-hexahydro-3,3,6,6-tetramethyl-1,8(2H,5H)-acridinedione. Crystallization from methanol/water gave a yellow crystalline solid of melting point 239-240° C.

Sources & evidence

ORD record
ord-8ed772ae97d341d99ff8d5c5706ab8d1
Source dataset
uspto-grants-1999_10
Patent number
US05969139

Reaction notes

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