4-Propyloxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthylboronic acid → 3-[4-hydroxy-3-(5,5,8,8-tetramethyl-4-propoxy-5,6,7,8-tetrahydro-2-naphthyl)phenyl]acrylic Acid
Reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]([O:13]CC)=[O:12])[CH:5]=[CH:6][C:7]=1[OH:8].[CH2:16]([O:19][C:20]1[C:29]2[C:28]([CH3:31])([CH3:30])[CH2:27][CH2:26][C:25]([CH3:33])([CH3:32])[C:24]=2[CH:23]=[C:22](B(O)O)[CH:21]=1)[CH2:17][CH3:18]>>[OH:8][C:7]1[CH:6]=[CH:5][C:4]([CH:9]=[CH:10][C:11]([OH:13])=[O:12])=[CH:3][C:2]=1[C:22]1[CH:21]=[C:20]([O:19][CH2:16][CH2:17][CH3:18])[C:29]2[C:28]([CH3:31])([CH3:30])[CH2:27][CH2:26][C:25]([CH3:32])([CH3:33])[C:24]=2[CH:23]=1Participants
3
Procedure
In a manner similar to that of Example 1(c), by reaction of 1.0 g (3.7 mmol) of ethyl 3-(3-bromo-4-hydroxyphenyl)acrylate obtained in Example 34(d) with 1.61 g (5.5 mmol) of 4-propyloxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthylboronic acid obtained in Example 43(c), 640 mg (40%) of the expected compound were obtained in the form of a white powder having a melting point of 114°-116° C.
Sources & evidence
- ORD record
- ord-85bb57664e3347d8af4201884e9f9732
- Source dataset
- uspto-grants-2003_10
- Patent number
- US06632963B1
Reaction notes
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