Potassium Carbonate → cis-2-[(2-hydroxycyclohexyl)methyl]-1H-isoindole-1,3(2H)-dione

HRID 1269945노트

반응식

HRID 1269945 반응식
C(=O)([O-])[O-].[K+].[K+].C(OC([C:12]1[CH:22]=[CH:21][CH:20]=[C:14]2[C:15]([NH:17][C:18](=[O:19])[C:13]=12)=[O:16])=O)C.Cl.N[CH2:25][CH:26]1[CH2:31][CH2:30][CH2:29][CH2:28][CH:27]1[OH:32]>O>[OH:32][C@H:27]1[CH2:28][CH2:29][CH2:30][CH2:31][C@H:26]1[CH2:25][N:17]1[C:18](=[O:19])[C:13]2[C:14](=[CH:20][CH:21]=[CH:22][CH:12]=2)[C:15]1=[O:16]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 22254400EthoxycarbonylphthalimideHCID 229334442-(Aminomethyl)cyclohexanol hydrochloride

생성물 1

HCID 69430762cis-2-[(2-hydroxycyclohexyl)methyl]-1H-isoindole-1,3(2H)-dione수율 75%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Under a nitrogen atmosphere, potassium carbonate (375 mg, 2.72 mmol) and ethoxycarbonylphthalimide (364 mg, 1.66 mmol) were added to an aqueous solution (4 ml) of 2-aminomethylcyclohexanol hydrochloride (250 mg, 1.51 mmol) at room temperature. After 3 hours, the reaction solution was poured into water and extracted with ethyl acetate, and the organic layer was dried over anhydrous magnesium sulfate. The organic layer dried was concentrated under reduced pressure and the resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate) to obtain cis-2-[(2-hydroxycyclohexyl)methyl]-1H-isoindole-1,3(2H)-dione (291.6 mg, 75%).

후처리

  1. extractionextracted with ethyl acetate
  2. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  3. customThe organic layer dried
  4. concentrationwas concentrated under reduced pressure
  5. customthe resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-8ca25552dbb24459b79770905aa96bc0
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07199147B2

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