Sodium Thiosulfate → Ethyl 1-formylcyclopropanecarboxylate

HRID 238164

반응식

HRID 238164 반응식
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C1=CC=CC=2)=O.[OH:23][CH2:24][C:25]1([C:28]([O:30][CH2:31][CH3:32])=[O:29])[CH2:27][CH2:26]1.S([O-])([O-])(=O)=S.[Na+].[Na+]>ClCCl.C(=O)(O)[O-].[Na+]>[CH:24]([C:25]1([C:28]([O:30][CH2:31][CH3:32])=[O:29])[CH2:27][CH2:26]1)=[O:23]

참가 물질

6

반응물 3

HCID 24477Sodium ThiosulfateHCID 159087TriacetoxyperiodinaneHCID 12450336Ethyl 1-(hydroxymethyl)cyclopropane-1-carboxylate

생성물 1

HCID 9964122Ethyl 1-formylcyclopropanecarboxylate

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 516892Sodium Bicarbonate용매

실험 절차

At 0° C., 5.05 g (11.9 mmol) of Dess-Martin periodane reagent were added to a solution of 1.225 g (8.5 mmol) of ethyl 1-hydroxymethylcyclopropanecarboxylate [for the preparation see, for example, T. A. Ayers, Tetrahedron Lett. 40 (30), 5467-5470 (1999)] in 43 ml of dichloromethane, and the mixture was then stirred at RT for 6 h. A solution of 6.7 g (42.5 mmol) of sodium thiosulfate in 60 ml of saturated aqueous sodium bicarbonate solution was then added to the reaction mixture. The mixture was stirred at RT for 20 min, and the phases were then separated. The organic phase was washed twice with water, dried over magnesium sulfate and concentrated at 20° C. under reduced pressure. This gave 1.139 g (80.0% of theory) of the target compound.

후처리

  1. customthe phases were then separated
  2. washThe organic phase was washed twice with water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated at 20° C. under reduced pressure

출처 및 근거

ORD 기록
ord-372b0b3a5298469fabb56dbe3c5bb069
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642592B2

연결된 노트

불러오는 중…