Sodium Hydroxide → HCID 19004483, compound

HRID 2225801Notes

Reaction equation

HRID 2225801 reaction equation
C[O:2][C:3](=[O:36])[C:4](=[O:35])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12]/[CH:13]=[CH:14]/[C:15]2[C:16]([CH:32]([CH3:34])[CH3:33])=[N:17][C:18]3[C:23]([C:24]=2[C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:7][CH:6]=1.[OH-].[Na+]>CO.O1CCCC1>[F:31][C:28]1[CH:29]=[CH:30][C:25]([C:24]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]=[C:16]([CH:32]([CH3:33])[CH3:34])[C:15]=2/[CH:14]=[CH:13]/[CH2:12][O:11][C:8]2[CH:7]=[CH:6][C:5]([C:4](=[O:35])[C:3]([OH:36])=[O:2])=[CH:10][CH:9]=2)=[CH:26][CH:27]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 67757677HCID 67757677, compound

Product 1

HCID 19004483HCID 19004483, compoundYield 100.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

As in Example 19, (E)-4-[3-[4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolinyl]-2propenyloxy]-alpha-oxobenzeneacetic acid methyl ester (0.84 g) in a mixture of methanol (10 mL) and tetrahydrofuran (1.5 mL) was treated with 1N sodium hydroxide (1.9 mL). The usual work up furnished 0.82 g of a solid, which was crystallized from ethyl acetate to yield 0.63 g of (E)-4-[3-[4-(4-fluorophenyl)-2-(1-methylethyl)-3-quinolin]-2-propenyloxy]-alpha-oxobenzeneacetic acid, mp 232°-234° C.

Sources & evidence

ORD record
ord-e6ffc45cd31f4ce0ad9244cc7dad7062
Source dataset
uspto-grants-1994_09
Patent number
US05344843

Reaction notes

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