Potassium Hydroxide → HCID 19004277, compound

HRID 2225794Notes

Reaction equation

HRID 2225794 reaction equation
C[O:2][C:3](=[O:32])[C:4](=[O:31])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12]/[CH:13]=[CH:14]/[C:15]2[C:20]([CH:21]([CH3:23])[CH3:22])=[CH:19][CH:18]=[CH:17][C:16]=2[C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)=[CH:7][CH:6]=1.[OH-].[K+]>CO.O1CCCC1>[F:30][C:27]1[CH:26]=[CH:25][C:24]([C:16]2[CH:17]=[CH:18][CH:19]=[C:20]([CH:21]([CH3:23])[CH3:22])[C:15]=2/[CH:14]=[CH:13]/[CH2:12][O:11][C:8]2[CH:7]=[CH:6][C:5]([C:4](=[O:31])[C:3]([OH:32])=[O:2])=[CH:10][CH:9]=2)=[CH:29][CH:28]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 67756672HCID 67756672, compound

Product 1

HCID 19004277HCID 19004277, compoundYield 62%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

As in Example 19, (E)-4-[3-[4'-fluoro-3-(1-methylethyl)[1,1'-biphenyl]-2-yl]-2-propenyloxy]-alpha-oxobenzeneacetic acid methyl ester (0.5 g) in a mixture of methanol (4 mL) and tetrahydrofuran (2 mL) was treated with 1N potassium hydroxide (1.4 mL). The usual work up gave 0.4 g of a solid, which after crystallization from diethyl ether-hexane provided 0.3 g of (E)-4-[3-[4'-fluoro-3-(1-methylethyl)[1,1'-biphenyl]-2-yl]-2-propenyloxy]-alpha-oxobenzeneacetic acid as a colorless solid, mp 142°-143° C.

Workup

  1. customThe usual work up gave 0.4 g of a solid, which after crystallization from diethyl ether-hexane

Sources & evidence

ORD record
ord-202fdcf6f59b415286742f8a8f22fcf9
Source dataset
uspto-grants-1994_09
Patent number
US05344843

Reaction notes

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