Phenol → 5-t-Amyl-t-butylsalicylaldehyde

HRID 258210

反応式

HRID 258210 の反応式
[C:1]([C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]([C:13](C)(C)C)[CH:7]=1)([CH2:4][CH3:5])([CH3:3])[CH3:2].[OH-:17].[Na+].[C:19]1(O)[CH:24]=[CH:23]C=CC=1.[CH:26](Cl)(Cl)Cl.S(=O)(=O)(O)O>C(O)C.O>[C:1]([C:6]1[CH:7]=[C:8]([CH:13]=[O:17])[C:9]([O:12][C:24]([CH3:23])([CH3:19])[CH3:26])=[CH:10][CH:11]=1)([CH2:4][CH3:5])([CH3:2])[CH3:3]

参加物

8

反応物 5

HCID 996PhenolHCID 1118Sulfuric AcidHCID 6212ChloroformHCID 14798Sodium HydroxideHCID 147658522-tert-Butyl-4-(2-methylbutan-2-yl)phenol

生成物 1

HCID 197370285-t-Amyl-t-butylsalicylaldehyde収率 37%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒2 回

実験手順

4-t-amyl-2-t-butylphenol (53 g, 0.24 mole) was dissolved in 150 ml absolute ethanol in a 1 L round-bottom flask equipped with a water-cooled condenser. Sodium hydroxide (96 g, 2.4 moles) was dissolved in 100 ml water, and the hot solution was added to the solution of phenol. Chloroform (57 g, 0.48 mole) was added in 1 ml portions over a 45-minute period. The resulting yellow-brown mixture was stirred 1 hour as it cooled to ambient temperature. The mixture was diluted into 500 ml of 1M sulfuric acid and extracted with 200 ml chloroform. The organic layer was isolated in a separatory funnel and dried over anhydrous magnesium sulfate. The mixture was filtered and rotoevaporated to a thick syrup The yield was 37%. The IR spectrum of the crude product showed a characteristic aldehyde carbonyl absorption. The product was used without further purification.

後処理

  1. temperaturecooled condenser
  2. extractionextracted with 200 ml chloroform
  3. customThe organic layer was isolated in a separatory funnel
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationThe mixture was filtered
  6. customa characteristic aldehyde carbonyl absorption
  7. customThe product was used without further purification

出典と根拠

ORDレコード
ord-4bfee79dc30e44a88d9d7ff7271cc9e6
出典データセット
uspto-grants-1993_11
特許番号
US05266283

関連ノート

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