Potassium Hydroxide → HCID 59542554, compound

HRID 1809056Notes

Reaction equation

HRID 1809056 reaction equation
[OH-].[K+].[CH2:3]([O:10][C:11]([N:13]1[CH2:18][CH2:17][CH:16]([C:19]2[S:20][CH:21]=[C:22]([C:24]([O:26]CC)=[O:25])[CH:23]=2)[CH2:15][CH2:14]1)=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>O>[CH2:3]([O:10][C:11]([N:13]1[CH2:14][CH2:15][CH:16]([C:19]2[S:20][CH:21]=[C:22]([C:24]([OH:26])=[O:25])[CH:23]=2)[CH2:17][CH2:18]1)=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 59542572HCID 59542572, compound

Product 1

HCID 59542554HCID 59542554, compoundYield 88.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Potassium hydroxide (0.52 g, 9.0 mmol) in water (2 mL) was added to a solution of 4-(4-ethoxycarbonyl-thiophen-2-yl)-piperidine-1-carboxylic acid benzyl ester (3.0 mmol) in IMS (6 mL). The reaction was stirred for 1 hour then partitioned between diethyl ether and water. The aqueous layer was acidified to pH 7 and further extracted with diethyl ether. The organic solution was dried over magnesium sulphate, filtered and the solvent removed to give the title compound (0.92 g). LCMS m/z 346 [M+H]+ RT=3.43 min (Analytical Method 4).

Workup

  1. customthen partitioned between diethyl ether and water
  2. extractionfurther extracted with diethyl ether
  3. dry with materialThe organic solution was dried over magnesium sulphate
  4. filtrationfiltered
  5. customthe solvent removed

Sources & evidence

ORD record
ord-a97b57dcea5d48e08a07afed890a1163
Source dataset
uspto-grants-2013_01
Patent number
US08362008B2

Reaction notes

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