Vanillin → 3-Methoxy-4-(methoxymethoxy)benzaldehyde

HRID 1030691ノート

反応式

HRID 1030691 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH:9]=[O:10])[CH:6]=[CH:5][C:4]=1[OH:11].C(=O)([O-])[O-].[K+].[K+].[CH3:18][O:19][CH2:20]Cl>C(C1C=CC=CC=1)(=O)C>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH:6]=[CH:5][C:4]=1[O:11][CH2:18][O:19][CH3:20])[CH:9]=[O:10]

参加物

5

反応物 3

HCID 1183VanillinHCID 7864Chloromethyl Methyl EtherHCID 11430Potassium Carbonate

生成物 1

HCID 796613-Methoxy-4-(methoxymethoxy)benzaldehyde収率 53.1%

試薬・触媒・溶媒 1

HCID 7410Acetophenone溶媒

実験手順

To 14.0 g of vaniline and 51.0 g of potassium carbonate was added 280 ml of acetophenone, and chloromethyl methyl ether was further added and the mixture was refluxed for 1 hour. The reaction liquid was cooled to room temperature and filtered, and the filtrate was concentrated under reduced pressure. The reaction mixture was dissolved in ether, washed with water, shaken with a saturated aqueous solution of sodium chloride, dried with anhydrous sodium sulfate and concentrated under reduced pressure. The concentrate was subjected to the column chromatography [230-400 mesh Kieselgel; eluting solvent=hexane/ethyl acetate (2/1)] to obtain 9.6 g (yield=53.1%) of 3-methoxy-4-methoxymethoxybenzaldehyde.

後処理

  1. additionwas further added
  2. temperaturethe mixture was refluxed for 1 hour
  3. customThe reaction liquid
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. dissolutionThe reaction mixture was dissolved in ether
  7. washwashed with water
  8. dry with materialdried with anhydrous sodium sulfate
  9. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-eb2a940fb7c54570abe6147f97a86483
出典データセット
uspto-grants-1992_04
特許番号
US05106871

反応ノート

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