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Acetic Anhydride → 2-Allylhexanal

HRID 1751948
ノート
印刷プレビュー

反応式

HRID 1751948 の反応式
C(O[CH:5]([O:11]CC=C)[CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])C=C.C(OC(=O)C)(=O)C.[C:22](O)(=O)/[CH:23]=[CH:24]\C(O)=O.[OH-].[Na+]>CN(C)C(=O)C.O.C1(C)C=CC=CC=1>[CH2:24]([CH:6]([CH2:7][CH2:8][CH2:9][CH3:10])[CH:5]=[O:11])[CH:23]=[CH2:22]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 444266Maleic AcidHCID 205686451,1-Bis(allyloxy)hexane

生成物 1

HCID 127498682-Allylhexanal

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 1140
Toluene
溶媒
HCID 31374Dimethylacetamide溶媒

反応条件

温度
120.5 °C

実験手順

1,1-Bis(allyloxy)hexane (118.98 g, 0.60 mol) was dissolved in N,N-dimethylacetamide (320 mL) under a nitrogen atmosphere. To the solution, acetic anhydride (170 mL, 1.80 mol) and maleic acid (3.48 g, 0.03 mol) were added, and the mixture was stirred. The reaction mixture was warmed to 115 to 126° C., stirred at this temperature for 25 hours, and then cooled to 10° C. or lower. To the reaction mixture, toluene (480 mL) and water (720 mL) were added, and a 50% aqueous sodium hydroxide solution (294 mL) was slowly added with stirring to separate an organic layer. The aqueous layer was subjected to extraction with toluene (240 mL), and the extract was combined with the organic layer and then washed with 10% saline (240 mL). The organic layer was dried over sodium sulfate. After filtration, the filtrate was used in the next step without being concentrated or purified.

後処理

  1. stirringstirred at this temperature for 25 hours
  2. temperaturecooled to 10° C.
  3. stirringwith stirring
  4. customto separate an organic layer
  5. extractionThe aqueous layer was subjected to extraction with toluene (240 mL)
  6. washwashed with 10% saline (240 mL)
  7. dry with materialThe organic layer was dried over sodium sulfate
  8. filtrationAfter filtration
  9. concentrationwithout being concentrated
  10. custompurified

出典と根拠

ORDレコード
ord-b49cb97cf1c54fa3bdb7d5addc2601af
出典データセット
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09162971B2

反応ノート

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