Ethyl 4-(diethoxyphosphoryl)-3-methylbut-2-enoate → 3-Methyl-5-[3-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthyl)phenyl]penta-2,4-dienoic acid
Reaction equation
[CH3:1][C:2]1[C:3]([C:16]2[CH:17]=[C:18]([CH:21]=[CH:22][CH:23]=2)[CH:19]=O)=[CH:4][C:5]2[C:6]([CH3:15])([CH3:14])[CH2:7][CH2:8][C:9]([CH3:13])([CH3:12])[C:10]=2[CH:11]=1.CC[O:26][C:27](/[CH:29]=[C:30](/[CH2:32]P(OCC)(OCC)=O)\[CH3:31])=[O:28]>>[CH3:31][C:30]([CH:32]=[CH:19][C:18]1[CH:21]=[CH:22][CH:23]=[C:16]([C:3]2[C:2]([CH3:1])=[CH:11][C:10]3[C:9]([CH3:13])([CH3:12])[CH2:8][CH2:7][C:6]([CH3:15])([CH3:14])[C:5]=3[CH:4]=2)[CH:17]=1)=[CH:29][C:27]([OH:26])=[O:28]Participants
3
Procedure
In a manner similar to that of Example 2(c), by reaction of 2.0 g (6.53 mmol) of 3-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthyl)benzaldehyde obtained in the preceding example and 1.90 g (7.20 mmol) of triethyl 3-methyl-4-phosphonocrotonate, 1.80 g (66%) of the expected compound was obtained in the form of a white powder having a melting point of 83°-85° C.
Sources & evidence
- ORD record
- ord-b2000a5d386243bf80fb601cdb8386b5
- Source dataset
- uspto-grants-2003_10
- Patent number
- US06632963B1
Reaction notes
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