Ethanolamine → 1-(2-Hydroxyethyl)-3,3-diphenylpyrrolidin-2-one

HRID 1667138

반응식

HRID 1667138 반응식
[C:1]1([C:7]2([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:11][CH2:10][O:9][C:8]2=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:19][CH2:20][CH2:21][OH:22]>C(OCC)(=O)C.[Cl-].[Zn+2].[Cl-]>[OH:22][CH2:21][CH2:20][N:19]1[CH2:10][CH2:11][C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:8]1=[O:9]

참가 물질

5

반응물 2

HCID 700EthanolamineHCID 70393Dihydro-3,3-diphenyl-2(3H)-furanone

생성물 1

HCID 673575371-(2-Hydroxyethyl)-3,3-diphenylpyrrolidin-2-one

시약·촉매·용매 2

HCID 3007855Zincchloride촉매HCID 8857Ethyl Acetate용매

실험 절차

3,3-Diphenyldihydrofuran-2(3H)-one (1.0 g, 4.20 mmol), 2-aminoethanol (2.56 g, 42.0 mmol) and zinc chloride (0.020 g, 0.147 mmol) were heated together at 100° C. for 18 hours. The reaction was cooled, diluted with ethyl acetate, washed with water and brine, dried with MgSO4, filtered and concentrated. Silica gel chromatography eluting with 5% methanol/dichloromethane gave the title compound. MS (DCI+) m/z 282.2 (M+H)+.

후처리

  1. temperatureThe reaction was cooled
  2. washwashed with water and brine
  3. dry with materialdried with MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. washSilica gel chromatography eluting with 5% methanol/dichloromethane

출처 및 근거

ORD 기록
ord-ac40d96196be48c5bf8ca651dad70490
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08044069B2

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