Triacetoxyperiodinane → 2-(1,3-Dioxaindan-5-yl)acetaldehyde

HRID 747270ノート

反応式

HRID 747270 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][OH:12])=[CH:9][C:4]=2[O:3][CH2:2]1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>ClCCl>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH:11]=[O:12])=[CH:9][C:4]=2[O:3][CH2:2]1

参加物

4

反応物 2

HCID 159087TriacetoxyperiodinaneHCID 27598462-(1,3-Dioxaindan-5-yl)ethan-1-ol2 回

生成物 1

HCID 2678892-(1,3-Dioxaindan-5-yl)acetaldehyde収率 76.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 2-benzo[1,3]dioxol-5-yl-ethanol (Intermediate D2) (1 g; 6.0 mmol) in dichloromethane (40 mL) was treated with the Dess-Martin periodinane (commercially available from Lancaster) (2.65 g, 6.25 mmol) at rt for 2 h. Silica gel was added to the mixture and the solvent was removed under vacuum. The solids were placed onto a column of silica gel and the product was eluted with a mixture of ether:hexanes to give benzo[1,3]dioxol-5-yl-acetaldehyde (Intermediate D3) 0.75 g.

後処理

  1. additionSilica gel was added to the mixture
  2. customthe solvent was removed under vacuum
  3. washthe product was eluted with a mixture of ether

出典と根拠

ORDレコード
ord-a66f5481f8fc4512a9d8b26c2feca872
出典データセット
uspto-grants-2008_07
特許番号
US07396849B2

反応ノート

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