Potassium Hydroxide → HCID 9927310, compound

HRID 2290129Notes

Reaction equation

HRID 2290129 reaction equation
C([O:3][C:4](=[O:26])[C:5]1[CH:10]=[CH:9][C:8]([N:11]([CH2:24][CH3:25])[C:12]2[CH:13]=[C:14]([CH3:23])[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>[CH2:24]([N:11]([C:12]1[CH:13]=[C:14]([CH3:23])[C:15]2[O:19][CH2:18][C:17]([CH3:20])([CH3:21])[C:16]=2[CH:22]=1)[C:8]1[CH:7]=[CH:6][C:5]([C:4]([OH:26])=[O:3])=[CH:10][CH:9]=1)[CH3:25]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 15454088HCID 15454088, compound2×

Product 1

HCID 9927310HCID 9927310, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Following general procedure G and using 4-[ethyl-(3,3,7-trimethyl-2,3-dihydro-benzofuran-5-yl)-amino]-benzoic acid ethyl ester (Compound 20, 0.013 g, 0.37 mmol) and 1 mL (4 mmol) of 4M potassium hydroxide solution in 1.1 mL of ethanol, the title compound (0.009 g, 75%) was obtained as a solid. 1H NMR (300 MHz, CDCl3): δ 7.86 (d, 2H, J=9.0 Hz), 6.77 (s, 1H), 6.75 (s, 1H), 6.57 (d, 2H, J=9.0 Hz), 4.29 (s, 2H), 3.72 (q, 2H, J=7.1 Hz), 2.21 (s, 3H), 1.33 (s, 6H), 1.25 (t, 3H, J=7.1 Hz).

Sources & evidence

ORD record
ord-6428ce3043214f0e99a09446d0375d19
Source dataset
uspto-grants-2000_07
Patent number
US06093838

Reaction notes

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