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

HRID 1667139ノート

反応式

HRID 1667139 の反応式
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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-17835fdea9d24958b018468383893b7f
出典データセット
uspto-grants-2011_10
特許番号
US08044069B2

反応ノート

読み込み中…