Potassium Hydroxide → HCID 9798648, compound

HRID 2290142Notes

Reaction equation

HRID 2290142 reaction equation
C([O:3][C:4](=[O:28])[C:5]1[CH:10]=[CH:9][C:8]([N:11]([CH:25]([CH3:27])[CH3:26])[C:12]2[CH:13]=[C:14]([CH2:23][CH3:24])[C:15]3[O:19][CH2:18][C:17]([CH3:21])([CH3:20])[C:16]=3[CH:22]=2)=[CH:7][CH:6]=1)C.[OH-].[K+]>C(O)C>[CH:25]([N:11]([C:12]1[CH:13]=[C:14]([CH2:23][CH3:24])[C:15]2[O:19][CH2:18][C:17]([CH3:21])([CH3:20])[C:16]=2[CH:22]=1)[C:8]1[CH:7]=[CH:6][C:5]([C:4]([OH:28])=[O:3])=[CH:10][CH:9]=1)([CH3:27])[CH3:26]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 54535106HCID 54535106, compound2×

Product 1

HCID 9798648HCID 9798648, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Following general procedure I and using 4-[isopropyl-(3,3-dimethyl-7-ethyl-2,3-dihydro-benzofuran-5-yl)-amino]-benzoic acid ethyl ester (Compound 38, 0.21 g, 0.55 mmol) and 2 mL of 5M potassium hydroxide solution in 10 mL of ethanol, the title compound (0.16 g, 88%)was obtained as a white solid. 1H NMR (300 MHz, CDCl3): δ 7.86 (d, 2H, J=9.1 Hz), 6.69 (d, 1H, J=2.0 Hz), 6.65 (d, 1H, J=2.0 Hz), 6.51 (d, 2H, J=9.1 Hz), 4.35 (heptet, 1H, J=6.5 Hz), 4.30 (s, 2H), 2.60 (q, 2H, J=7.5 Hz), 1.33 (s, 6H), 1.21 (t, 3H, J=7.5 Hz), 1.15 (d, 6H, J=6.5 Hz).

Sources & evidence

ORD record
ord-dd53153769d347019f8b592007fa6037
Source dataset
uspto-grants-2000_07
Patent number
US06093838

Reaction notes

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