Potassium Carbonate → HCID 178515017, compound

HRID 1363716Notes

Reaction equation

HRID 1363716 reaction equation
[NH2:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([OH:8])[CH2:4][CH2:3]1.C(=O)([O-])[O-].[K+].[K+].C(N1[C:24](=[O:25])[C:23]2=[CH:26][CH:27]=[CH:28][CH:29]=[C:22]2[C:21]1=[O:30])(OCC)=O>O>[OH:8][C@H:5]1[CH2:6][CH2:7][C@H:2]([N:1]2[C:24](=[O:25])[C:23]3[C:22](=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:21]2=[O:30])[CH2:3][CH2:4]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 31187N-CarbethoxyphthalimideHCID 178511715HCID 178511715, compound

Product 1

HCID 178515017HCID 178515017, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Trans 4-aminocyclohexanol (25 g, 0.22 mol) dissolved in water (350 mL) was added potassium carbonate (3.0 g, 0.022 mol) and N-carbethoxyphthalimide (47.6 g, 0.22 mol) and the reaction mixture was stirred for 16 hours. The white precipitate was filtered off, washed with water and dried to give 37.7 g (71%) of trans-2-(4-hydroxycyclohexyl)-isoindole-1,3-dione (J. Med. Chem. 1996, 39, 314-322).

Workup

  1. filtrationThe white precipitate was filtered off
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-4e1ee90d61b7404e8507ca271388a211
Source dataset
uspto-grants-2011_02
Patent number
US07884210B2

Reaction notes

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