Hydrochloric Acid → HCID 68490414, compound

HRID 1443704Notes

Reaction equation

HRID 1443704 reaction equation
O[Li].O.C[O:5][C:6](=[O:25])[CH2:7][CH2:8][CH2:9][CH2:10][C:11]1[S:12][CH:13]=[C:14]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][C:17]=2[OH:24])[N:15]=1.Cl>O.O1CCOCC1>[OH:24][C:17]1[CH:18]=[C:19]([O:22][CH3:23])[CH:20]=[CH:21][C:16]=1[C:14]1[N:15]=[C:11]([CH2:10][CH2:9][CH2:8][CH2:7][C:6]([OH:25])=[O:5])[S:12][CH:13]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 59167802HCID 59167802, compound

Product 1

HCID 68490414HCID 68490414, compoundYield 96.8%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

Add a solution of LiOH.H2O (1.76 g, 41.9 mmol) in water (25 mL) to a rapidly stirred solution of 5-[4-(2-hydroxy-4-methoxy-phenyl)-thiazol-2-yl]-pentanoic acid methyl ester (2.69 g, 8.4 mmol) in dioxane (50 mL), stir at room temperature. After 1 hour, acidify to pH 1 with 5N HCl solution and cool under N2 in a refrigerator. Filter out solids and rinse with ice cold water. Dry solids in a vacuum oven overnight to afford the title compound (2.50 g, 96%). MS (IS) 308 (M+1)+.

Workup

  1. temperaturecool under N2 in a refrigerator
  2. filtrationFilter out solids
  3. washrinse with ice cold water
  4. customDry solids in a vacuum oven overnight

Sources & evidence

ORD record
ord-e759e2d4ca1d496fb609d8f6a8e45c07
Source dataset
uspto-grants-2010_02
Patent number
US07662771B2

Reaction notes

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