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Water → (7-Methoxy-2,2-dimethyl-4-oxochroman-8-yl)acetaldehyde

HRID 494939
ノート
印刷プレビュー

反応式

HRID 494939 の反応式
[OH:1][CH:2](CO)[CH2:3][C:4]1[C:5]([O:17][CH3:18])=[CH:6][CH:7]=[C:8]2[C:13]=1[O:12][C:11]([CH3:15])([CH3:14])[CH2:10][C:9]2=[O:16].O.I([O-])(=O)(=O)=O.[Na+]>O1CCCC1.CO.C(OCC)(=O)C>[CH3:18][O:17][C:5]1[C:4]([CH2:3][CH:2]=[O:1])=[C:13]2[C:8]([C:9](=[O:16])[CH2:10][C:11]([CH3:14])([CH3:15])[O:12]2)=[CH:7][CH:6]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 962WaterHCID 23667635Sodium periodateHCID 576828558-(2,3-Dihydroxypropyl)-7-methoxy-2,2-dimethyl-4-oxochroman

生成物 1

HCID 57682772(7-Methoxy-2,2-dimethyl-4-oxochroman-8-yl)acetaldehyde収率 93.4%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 8028
Tetrahydrofuran
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

145 mg of 8-(2,3-dihydroxypropyl)-7-methoxy-2,2-dimethyl-4-oxochroman was dissolved in 3 ml of tetrahydrofuran and 4 ml of methanol. Thereafter, 7 ml of water containing 0.22 g of sodium metaperiodate was added to the reaction solution while cooling on ice, and the obtained mixture was then stirred at room temperature for 30 minutes. The reaction solution was diluted with ethyl acetate, and then washed with a saturated sodium chloride aqueous solution. The organic layer was dried over magnesium sulfate and then filtered. The organic layer was then concentrated under a reduced pressure, so as to obtain 120 mg of (7-methoxy-2,2-dimethyl-4-oxochroman-8-yl)acetaldehyde. This compound was used in the following reaction without further purification.

後処理

  1. temperaturewhile cooling on ice
  2. washwashed with a saturated sodium chloride aqueous solution
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationThe organic layer was then concentrated under a reduced pressure

出典と根拠

ORDレコード
ord-bbd3cc20e26a469f8b1f4fb4cad835d6
出典データセット
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07538123B2

反応ノート

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