Sodium Hydroxide → 13191-44-1

HRID 1809091Notes

Reaction equation

HRID 1809091 reaction equation
[OH-].[Na+].C([O:5][C:6]([C:8]1[CH:12]=[C:11]([CH:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)[S:10][CH:9]=1)=[O:7])C>O>[CH:13]1([C:11]2[S:10][CH:9]=[C:8]([C:6]([OH:7])=[O:5])[CH:12]=2)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59542484HCID 59542484, compound

Product 1

HCID 5954250313191-44-1Yield 107.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Sodium hydroxide (1 N, 2.5 mL) was added to 5-(cyclohexyl)-thiophene-3-carboxylic acid ethyl ester (0.485 g) in IMS (3 mL). The reaction was irradiated in a microwave at 140° C. for 10 minutes. Water was added (5 mL) and the mixture washed with DCM. The aqueous layer was acidified to pH 1 and extracted with DCM. The organic solution was dried over magnesium sulphate, filtered and the solvent removed to give the title compound (460 mg, 86%). Recrystallisation from IMS/water gave a red solid (0.2 g). LCMS m/z 210.99 [M+H]+ RT=3.75 min (Analytical Method 4).

Workup

  1. customThe reaction was irradiated in a microwave at 140° C. for 10 minutes
  2. washthe mixture washed with DCM
  3. extractionextracted with DCM
  4. dry with materialThe organic solution was dried over magnesium sulphate
  5. filtrationfiltered
  6. customthe solvent removed

Sources & evidence

ORD record
ord-dcdbaea5d9c64fd686c2dc991cc7b85d
Source dataset
uspto-grants-2013_01
Patent number
US08362008B2

Reaction notes

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