Triacetoxyperiodinane → 2-(2-Oxo-3,3-diphenylpyrrolidin-1-yl)acetaldehyde

HRID 1667139노트

반응식

HRID 1667139 반응식
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[OH:23][CH2:24][CH2:25][N:26]1[CH2:30][CH2:29][C:28]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:27]1=[O:43]>ClCCl.C(OCC)C>[O:43]=[C:27]1[C:28]([C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH2:29][CH2:30][N:26]1[CH2:25][CH:24]=[O:23]

참가 물질

5

반응물 2

HCID 159087TriacetoxyperiodinaneHCID 673575371-(2-Hydroxyethyl)-3,3-diphenylpyrrolidin-2-one

생성물 1

HCID 866408362-(2-Oxo-3,3-diphenylpyrrolidin-1-yl)acetaldehyde

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매2회

실험 절차

To a solution of Dess-Martin periodinane (8.03 g, 18.92 mmol) in dichloromethane (100 mL) was added a solution of the product from Example 67A (4.84 g, 17.20 mmol) in dichloromethane (50 mL) at room temperature. After 30 minutes at room temperature, the reaction is diluted with diethyl ether, filtered and concentrated. Chromatography eluting with a gradient of 50% to 100% ethyl acetate/hexanes using a SF25-40 g (Analogix®, Burlington, Wis.) column gave the title compound. MS (DCI+) m/z 280.1 (M+H)+.

후처리

  1. filtrationfiltered
  2. concentrationconcentrated
  3. washChromatography eluting with a gradient of 50% to 100% ethyl acetate/hexanes using a SF25-40 g (Analogix®, Burlington, Wis.) column

출처 및 근거

ORD 기록
ord-17835fdea9d24958b018468383893b7f
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08044069B2

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