Sodium Hydroxide → HCID 86599507, compound

HRID 855168Notes

Reaction equation

HRID 855168 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][C@H: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][C@H: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 58934454HCID 58934454, compound

Product 1

HCID 86599507HCID 86599507, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 50.0 mg (0.165 mmole) of (2S)-(-)-8-chloro-6-ethynyl-2-(trifluoromethyl)-2H-chromene-3-carboxylic acid in 1.5 mL of ethanol was treated with 1.64 mL of 0.1008N NaOH. The resultant mixture was lyophilized to provide 39.0 mg (quant.) of an yellow solid: MS (ES+) 303 (M+1, 100); 1H NMR (CD3OD/400 MHz) 5.95 (q, 1H, J=7.1 Hz), 7.29 (d, 1H, J=1.8 Hz), 7.37 (s, 1H), 7.39 (d, 1H, J=1.8 Hz); 19F NMR (CD3OD/400 MHz) 80.3 (d, 3F, J=6.8 Hz).

Workup

  1. customto provide 39.0 mg (quant.) of an yellow solid

Sources & evidence

ORD record
ord-ded734e9be884bb49fbeb113a367190a
Source dataset
uspto-grants-2007_08
Patent number
US07259266B2

Reaction notes

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