Sodium Hydroxide → 2-Fluoro-4-(2,2,4,4-tetramethyl-chroman-6-yl-ethynyl)-benzoic acid

HRID 844654Notes

Reaction equation

HRID 844654 reaction equation
C[O:2][C:3](=[O:27])[C:4]1[CH:9]=[CH:8][C:7]([C:10]#[C:11][C:12]2[CH:13]=[C:14]3[C:19](=[CH:20][CH:21]=2)[O:18][C:17]([CH3:23])([CH3:22])[CH2:16][C:15]3([CH3:25])[CH3:24])=[CH:6][C:5]=1[F:26].[OH-].[Na+]>CO>[F:26][C:5]1[CH:6]=[C:7]([C:10]#[C:11][C:12]2[CH:13]=[C:14]3[C:19](=[CH:20][CH:21]=2)[O:18][C:17]([CH3:23])([CH3:22])[CH2:16][C:15]3([CH3:25])[CH3:24])[CH:8]=[CH:9][C:4]=1[C:3]([OH:27])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 695488832-Fluoro-4(2,2,4,4-tetramethyl-chroman-6yl-ethynyl)-benzoic acid methyl ester2×

Product 1

HCID 99031392-Fluoro-4-(2,2,4,4-tetramethyl-chroman-6-yl-ethynyl)-benzoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Following general procedure L and using 2-fluoro-4-(2,2,4,4-tetramethyl-chroman-6-yl-ethynyl)-benzoic acid methyl ester (Compound 29, 0.14 g, 0.4 mmol), 5 mL of methanol and 1M sodium hydroxide solution (2 mL) followed by recrystallization from ethyl acetate, the title compound was obtained (0.083 g, 58%).

Workup

  1. customfollowed by recrystallization from ethyl acetate

Sources & evidence

ORD record
ord-374fd4a3988d4cadbaa784c99478f0b5
Source dataset
uspto-grants-2002_04
Patent number
US06380256B1

Reaction notes

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