Hydrochloric Acid → HCID 59625897, compound

HRID 401722Notes

Reaction equation

HRID 401722 reaction equation
[Li+].[OH-].F[C:4]1[CH:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:11]=[CH:10][C:5]=1[C:6]([O:8]C)=O.[SH:18][CH2:19][C:20]([O:22][CH3:23])=[O:21].Cl>CN(C=O)C.O>[OH:8][C:6]1[C:5]2[CH:10]=[CH:11][C:12]([C:14]([F:17])([F:16])[F:15])=[CH:13][C:4]=2[S:18][C:19]=1[C:20]([O:22][CH3:23])=[O:21]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 16907Methyl ThioglycolateHCID 18925690HCID 18925690, compound

Product 1

HCID 59625897HCID 59625897, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

LiOH (4.5 mmol, 0.11 g) was added to a solution of methyl 2-fluoro-4-trifluoromethylbenzoate 68a (2.25 mmol, 0.50 g) and methyl 2-mercaptoacetate 67d (2.25 mmol, 0.21 mL) in DMF (3 mL) at 0° C. The mixture was stirred at 0° C. for 30 min and then warmed to room temperature and stirred for 1 h. Water was added and the resulting solution was acidified with 1N aqueous HCl. The precipitates were filtered, washed with water, and dried to give compound 68b.

Workup

  1. temperaturewarmed to room temperature
  2. stirringstirred for 1 h
  3. filtrationThe precipitates were filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-a1f9b9feccc74f93a919374354a507ca
Source dataset
uspto-grants-2014_06
Patent number
US08741887B2

Reaction notes

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