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1-Propanol → 2-(Cyclopentyloxy)benzaldehyde

HRID 2227349
ノート
印刷プレビュー

反応式

HRID 2227349 の反応式
[O:1]=[CH:2][C:3]1[CH:11]=[CH:10][C:7](OC)=[C:5](O)[CH:4]=1.C[C:13]([CH3:16])([O-:15])[CH3:14].[K+].[CH2:18](O)[CH2:19]C>>[CH:13]1([O:15][C:4]2[CH:5]=[CH:7][CH:10]=[CH:11][C:3]=2[CH:2]=[O:1])[CH2:16][CH2:19][CH2:18][CH2:14]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 3

HCID 10311-PropanolHCID 12127IsovanillinHCID 23665647Potassium tert-butoxide2 回

生成物 1

HCID 31527232-(Cyclopentyloxy)benzaldehyde収率 77.5%

実験手順

77.70 g (500 mmoles) of isovanillin and 69.40 g (600 mmoles) of 97% potassium t-butoxide (t-BuOK) dissolved in 800 ml of 1-propanol, 69.0 ml 630 mmoles), and the solution refluxed. After 3 hours another 9.25 g (80 mmoles) of t-BuOK were added at 80° C. and the suspension refluxed for another 3 hours. The solid was filtered off and the filtrate evaporated in vacuo to dryness. The residue was dissolved in ether and extracted with 1N NaOH. The ether phase was evaporated to dryness: 85.40 g (77.5%) of cyclopentyloxybenzaldehyde was isolated.

後処理

  1. temperature69.0 ml 630 mmoles), and the solution refluxed
  2. temperaturethe suspension refluxed for another 3 hours
  3. filtrationThe solid was filtered off
  4. customthe filtrate evaporated in vacuo to dryness
  5. dissolutionThe residue was dissolved in ether
  6. extractionextracted with 1N NaOH
  7. customThe ether phase was evaporated to dryness

出典と根拠

ORDレコード
ord-4e3f3970edc94e6e9c8dc563cecca0a1
出典データセット
uspto-grants-2002_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06413975B1

反応ノート

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