Sodium Hydroxide → HCID 69744132, compound

HRID 855167Notes

Reaction equation

HRID 855167 reaction equation
Cl[C:2]1[CH:25]=[CH:24][C:5]([O:6][C:7]2[CH:16]=[CH:15][CH:14]=[C:13]3[C:8]=2[CH:9]=[C:10]([C:21]([OH:23])=[O:22])[C@@H:11]([C:17]([F:20])([F:19])[F:18])[O:12]3)=[C:4](C)[CH:3]=1.[OH-].[Na+:28]>C(O)C>[O:6]([C:7]1[CH:16]=[CH:15][CH:14]=[C:13]2[C:8]=1[CH:9]=[C:10]([C:21]([O-:23])=[O:22])[C@@H:11]([C:17]([F:20])([F:18])[F:19])[O:12]2)[C:5]1[CH:24]=[CH:25][CH:2]=[CH:3][CH:4]=1.[Na+:28]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 69516841HCID 69516841, compound

Product 1

HCID 69744132HCID 69744132, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 36.4 mg (0.108 mmole) of (2S)-(+)-5-(4-chloro-2-methylphenoxy)-2-(trifluoromethyl)-2H-chromene-3-carboxylic acid in 1.5 mL of ethanol was treated with 1.07 mL of 0.1008N NaOH. The resultant mixture was lyophilized to provide 40.8 mg (quant.) of an off-white solid: MS (ES+) 337 (M+1, 100); 1H NMR (CD3OD/400 MHz) 5.84 (q, 1H, J=7.3 Hz), 6.43 (d, 1H, J=8.2 Hz), 6.70 (d, 1H, J=8.2 Hz), 6.99 (d, 2H, J=7.7 Hz), 7.12 (t, 1H, J=7.4 Hz), 7.17 (t, 1H, J=8.2 Hz), 7.35 (t, 2H, J−8.0 Hz), 8.55 (s, 1H); 19F NMR (CD3OD/400 MHz) 80.0 (d, 3F, J=7.7 Hz).

Workup

  1. customto provide 40.8 mg (quant.) of an off-white solid

Sources & evidence

ORD record
ord-cedc8f1397984bc59b873c135b62e209
Source dataset
uspto-grants-2007_08
Patent number
US07259266B2

Reaction notes

Loading…