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

HRID 1269945ノート

反応式

HRID 1269945 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-8ca25552dbb24459b79770905aa96bc0
出典データセット
uspto-grants-2007_04
特許番号
US07199147B2

反応ノート

読み込み中…