Sodium Hydroxide → HCID 58934684, compound

HRID 855170Notes

Reaction equation

HRID 855170 reaction equation
[F:1][C:2]([F:27])([F:26])[C@H:3]1[C:12]([C:13]([OH:15])=[O:14])=[CH:11][C:10]2[C:5](=[CH:6][C:7]([O:16][C:17]3[CH:22]=[C:21]([CH3:23])[CH:20]=[C:19]([CH3:24])[C:18]=3[CH3:25])=[CH:8][CH:9]=2)[O:4]1.[OH-].[Na+:29]>C(O)C>[F:27][C:2]([F:1])([F:26])[C@H:3]1[C:12]([C:13]([O-:15])=[O:14])=[CH:11][C:10]2[C:5](=[CH:6][C:7]([O:16][C:17]3[CH:22]=[C:21]([CH3:23])[CH:20]=[C:19]([CH3:24])[C:18]=3[CH3:25])=[CH:8][CH:9]=2)[O:4]1.[Na+:29]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58934450HCID 58934450, compound

Product 1

HCID 58934684HCID 58934684, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 38.1 mg (0.101 mmole) of (2R)-(−)-2-(trifluoromethyl)-7-(2,3,5-trimethylphenoxy)-2H-chromene-3-carboxylic acid in 1.5 mL of ethanol was treated with 1.00 mL of 0.1008N NaOH. The resultant mixture was lyophilized to provide 48.4 mg (quant.) of an off-white solid: MS (ES+) 379 (M+1, 100); 1H NMR (CD3OD/400 MHz) 2.01 (s, 3H), 2.24 (s, 3H), 2.26 (s, 3H), 5.76 (q, 1H, J=7.4 Hz), 6.28 (d, 1H, J=2.4 Hz), 6.38 (dd, 1H, J=8.3 Hz, J=2.4 Hz), 6.63 (s, 1H), 6.87 (s, 1H), 7.11 (d, 1H, J=8.3 Hz), 7.38 (s, 1H); 19F NMR (CD3OD/400 MHz) 80.2 (d, 3F, J=7.7 Hz).

Workup

  1. customto provide 48.4 mg (quant.) of an off-white solid

Sources & evidence

ORD record
ord-dcd6e3406a844cfc9142b4b38c1e35c5
Source dataset
uspto-grants-2007_08
Patent number
US07259266B2

Reaction notes

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