Potassium Carbonate → HCID 178515017, compound

HRID 1269783Notes

Reaction equation

HRID 1269783 reaction equation
C(=O)([O-])[O-].[K+].[K+].[C:7]([N:12]1[C:16](=[O:17])[C:15]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:14]2[C:13]1=[O:22])(OCC)=O.Cl.NC1[CH2:30][CH2:29][CH:28]([OH:31])[CH2:27][CH2:26]1>O>[OH:31][C@H:28]1[CH2:29][CH2:30][C@H:7]([N:12]2[C:13](=[O:22])[C:14]3[C:15](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16]2=[O:17])[CH2:26][CH2:27]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 31187N-CarbethoxyphthalimideHCID 522619(1s,4s)-4-Aminocyclohexan-1-ol hydrochloride

Product 1

HCID 178515017HCID 178515017, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Potassium carbonate (1.64 g, 11.9 mmol) and N-carboethoxyphthalimide (1.59 g, 7.25 mmol) were added to a solution of 4-aminocyclohexanol hydrochloride (1.0 g, 6.59 mmol) in water (15 ml) at room temperature and stirred for 30 minutes. The reaction solution was filtered and the resulting precipitate was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate=2/1) to obtain trans-2-(4-hydroxycyclohexyl)-1H-isoindole-1,3(2H)-dione (823 mg, 51%).

Workup

  1. filtrationThe reaction solution was filtered
  2. customthe resulting precipitate was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate=2/1)

Sources & evidence

ORD record
ord-8ca35064480947218cde00733ca69272
Source dataset
uspto-grants-2007_04
Patent number
US07199147B2

Reaction notes

Loading…