Sodium Hydroxide → Sodium 8-chloro-6-ethynyl-2-(trifluoromethyl)-2H-chromene-3-carboxylate

HRID 855035Notes

Reaction equation

HRID 855035 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:19]#[CH:20])[CH:5]=[C:6]2[C:11]=1[O:10][CH:9]([C:12]([F:15])([F:14])[F:13])[C:8]([C:16]([OH:18])=[O:17])=[CH:7]2.[OH-].[Na+:22]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:19]#[CH:20])[CH:5]=[C:6]2[C:11]=1[O:10][CH:9]([C:12]([F:14])([F:15])[F:13])[C:8]([C:16]([O-:18])=[O:17])=[CH:7]2.[Na+:22]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 112780708-chloro-6-ethynyl-2-(trifluoromethyl)-2H-chromene-3-carboxylic Acid

Product 1

HCID 86599480Sodium 8-chloro-6-ethynyl-2-(trifluoromethyl)-2H-chromene-3-carboxylate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 56.5 mg (0.187 mmole) of 8-chloro-6-ethynyl-2-(trifluoromethyl)-2H-chromene-3-carboxylic acid in 1.5 mL of ethanol was treated with 1.85 mL of 0.1008N NaOH. The resultant mixture was lyophilized to provide 59 mg (quant.) of an off-white solid: 1H NMR (CD3OD/400 MHz) 5.97 (q, 1H, J=7.0 Hz), 7.31 (d, 1H, J=1.7 Hz), 7.39 (s, 1 H), 7.41 (d, 1H, J=1.9 Hz), the acetylenic proton exchanges under the basic conditions; MS (ES+) 303 (M+l, 100).

Workup

  1. customto provide 59 mg (quant.) of an off-white solid

Sources & evidence

ORD record
ord-5bc3e3bf310c48f1860950bbea4997da
Source dataset
uspto-grants-2007_08
Patent number
US07259266B2

Reaction notes

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