Sodium Hydroxide → HCID 69743807, compound

HRID 855169Notes

Reaction equation

HRID 855169 reaction equation
[CH3:1][C:2]1[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][C:3]=1[O:4][C:5]1[CH:14]=[C:13]2[C:8]([CH:9]=[C:10]([C:19]([OH:21])=[O:20])[C@H:11]([C:15]([F:18])([F:17])[F:16])[O:12]2)=[CH:7][CH:6]=1.[OH-].[Na+:28]>C(O)C>[CH3:1][C:2]1[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][C:3]=1[O:4][C:5]1[CH:14]=[C:13]2[C:8]([CH:9]=[C:10]([C:19]([O-:21])=[O:20])[C@H:11]([C:15]([F:17])([F:18])[F:16])[O:12]2)=[CH:7][CH:6]=1.[Na+:28]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58934625HCID 58934625, compound

Product 1

HCID 69743807HCID 69743807, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 53.8 mg (0.148 mmole) of (2R)-(−)-7-(2,5-dimethylphenoxy)-2-(trifluoromethyl)-2H-chromene-3-carboxylic acid in 1.5 mL of ethanol was treated with 1.47 mL of 0.1008N NaOH. The resultant mixture was lyophilized to provide 55.6 mg (97%) of an off-white solid: MS (ES+) 365 (M+1, 100); 1H NMR (CD3OD/400 MHz) 2.09 (s, 3H), 2.28 (s, 3H), 5.77 (q, 1H, J=7.3 Hz), 6.31 (d, 1H, J=2.4 Hz), 6.41 (dd, 1H, J=8.3 Hz, J=2.3 Hz), 6.78 (s, 1H), 6.94 (d, 1H, J=7.7 Hz), 7.14 (m, 2H), 7.38 (s, 1H); 19F NMR (CD3OD/400 MHz) 80.2 (d, 3F, J=7.7 Hz).

Sources & evidence

ORD record
ord-870479a7c82e40fd92a6b5bca9748571
Source dataset
uspto-grants-2007_08
Patent number
US07259266B2

Reaction notes

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