Tetrahydrofuran → HCID 68536384, compound

HRID 1992972Notes

Reaction equation

HRID 1992972 reaction equation
C([O:3][C:4](=[O:34])[C:5]([CH3:33])=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][C:14]2[C:23]3[C:18](=[CH:19][C:20]([O:24][CH3:25])=[CH:21][CH:22]=3)[CH:17]=[C:16]([CH3:26])[C:15]=2[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[CH:9][CH:8]=1)C.C1COCC1.[OH-].[Na+]>CCO>[CH3:25][O:24][C:20]1[CH:19]=[C:18]2[C:23](=[CH:22][CH:21]=1)[C:14]([O:13][C:10]1[CH:9]=[CH:8][C:7]([CH:6]=[C:5]([CH3:33])[C:4]([OH:34])=[O:3])=[CH:12][CH:11]=1)=[C:15]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:16]([CH3:26])=[CH:17]2

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 68534712HCID 68534712, compound

Product 1

HCID 68536384HCID 68536384, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

As described above, 3-[4-(6-Methoxy-3-methyl-2-phenyl-naphthalen-1-yloxy)-phenyl]-2-methylacrylic acid ethyl ester (219) (0.189 g, 0.418 mmol), THF (3 mL), EtOH (3 mL) and 1 N NaOH (4 mL) afforded 0.156 g (88%) of title compound (220) as a solid. 1H NMR (400 MHz, d-CDCl3): δ 2.07 (s, 3H), 2.24 (s, 3H), 3.93 (s, 3H), 6.61 (d, J=8.8 Hz, 2H), 7.04 (dd, J1=2.5 Hz, J2=9.2 Hz, 1H), 7.12-7.14 (m, 3H), 7.17-7.21 (m, 2H), 7.23-7.27 (m, 3H), 7.56 (s, 1H), 7.64 (s, 1H), 7.74 (d, J=9.1 Hz, 1H).

Sources & evidence

ORD record
ord-9524bce2e9e34a83afc7a73a11ded8bb
Source dataset
uspto-grants-2010_01
Patent number
US07649093B2

Reaction notes

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