Triacetoxyperiodinane → 3-(3,4-Dichlorophenyl)-2-propynal

HRID 639842

反応式

HRID 639842 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]#[C:10][CH2:11][OH:12])[CH:5]=[CH:6][C:7]=1[Cl:8].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.C([O-])(O)=O.[Na+]>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]#[C:10][CH:11]=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8]

参加物

5

反応物 3

HCID 159087TriacetoxyperiodinaneHCID 516892Sodium BicarbonateHCID 230063813-(3,4-Dichlorophenyl)prop-2-yn-1-ol

生成物 1

HCID 592560003-(3,4-Dichlorophenyl)-2-propynal収率 98.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 3-(3,4-dichlorophenyl)-2-propyn-1-ol (2.980 g, P7, from Method A and B described for P7) in dry DCM (74 mL) and Dess-Martin periodinane (9.43 g) was added. The mixture was stirred at room temperature over night. NaS2O3 (19 g) and NaHCO3 saturated solution were then added to the mixture and it was stirred at room temperature for 1 hour. Then the organic phase was separated and washed with brine. The organic layer was dried and concentrated under reduced pressure to give the crude title product (2.9 g) that was used without further purification.

後処理

  1. stirringwas stirred at room temperature for 1 hour
  2. customThen the organic phase was separated
  3. washwashed with brine
  4. customThe organic layer was dried
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-4086aa00965149cabd01a9265e66cd0d
出典データセット
uspto-grants-2010_04
特許番号
US07691893B2

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