Methanol → [4(8-Cyclopropyl-2,2,4,4-tetramethyl-chroman-6-yl-ethynyl)-2-fluorophenyl]acetic Acid

HRID 51674Notes

Reaction equation

HRID 51674 reaction equation
C([O:3][C:4](=[O:32])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]#[C:13][C:14]2[CH:15]=[C:16]3[C:21](=[C:22]([CH:24]4[CH2:26][CH2:25]4)[CH:23]=2)[O:20][C:19]([CH3:28])([CH3:27])[CH2:18][C:17]3([CH3:30])[CH3:29])=[CH:8][C:7]=1[F:31])C.CO.[OH-].[Na+].O>C(#N)C>[CH:24]1([C:22]2[CH:23]=[C:14]([C:13]#[C:12][C:9]3[CH:10]=[CH:11][C:6]([CH2:5][C:4]([OH:32])=[O:3])=[C:7]([F:31])[CH:8]=3)[CH:15]=[C:16]3[C:21]=2[O:20][C:19]([CH3:27])([CH3:28])[CH2:18][C:17]3([CH3:30])[CH3:29])[CH2:25][CH2:26]1

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 14798Sodium HydroxideHCID 69548621[4-(8-Cyclopropyl-2,2,4,4-tetramethyl-chroman-6-yl-ethvnyl)-2-fluorophenyl]acetic acid ethyl ester2×

Product 1

HCID 10223032[4(8-Cyclopropyl-2,2,4,4-tetramethyl-chroman-6-yl-ethynyl)-2-fluorophenyl]acetic Acid

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Following general procedure L and using [4-(8-cyclopropyl-2,2,4,4-tetramethyl-chroman-6-yl-ethynyl)-2-fluorophenyl] acetic acid ethyl ester (Compound 37, 0.14 g, 0.323 mmol), 5 mL of methanol and 1M sodium hydroxide solution (2 mL) followed by reverse phase HPLC using 10% water in acetonitrile as the mobile phase, the title compound was obtained as a solid (0.110 g, 80%).

Sources & evidence

ORD record
ord-9b59e69b49714114b774b59a1c9c8e2c
Source dataset
uspto-grants-2004_03
Patent number
US06713647B2

Reaction notes

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