Orcinol → 7-Hydroxy-2,2,5-trimethyl-2,3-dihydro-4H-1-benzopyran-4-one

HRID 1959150ノート

反応式

HRID 1959150 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([OH:8])[CH:7]=1.[CH3:10][C:11]([CH3:16])=[CH:12][C:13](O)=[O:14].[Cl-].[Al+3].[Cl-].[Cl-].P(Cl)(Cl)(Cl)=O>>[OH:8][C:6]1[CH:5]=[C:4]2[C:3]([C:13](=[O:14])[CH2:12][C:11]([CH3:16])([CH3:10])[O:9]2)=[C:2]([CH3:1])[CH:7]=1

参加物

5

反応物 4

HCID 10436OrcinolHCID 109313-Methyl-2-butenoic acidHCID 24813Phosphorus oxychlorideHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 27279647-Hydroxy-2,2,5-trimethyl-2,3-dihydro-4H-1-benzopyran-4-one

実験手順

Anhydrous 5-methylbenzene-1,3-diol (3.678 g), 3,3-dimethylacrylic acid (3.3 mL) and aluminum chloride (14.76 g) were added to phosphoryl chloride (45 mL) and the mixture was shaken at room temperature for 6 hours. The reaction solution was poured into ice, and the precipitates were filtered, washed with water and dried. The precipitates were purified by column chromatography on silica gel (Solvent; petroleum ether/ethyl acetate=25/1) to give the titled compound (3.8 g) as a colorless powder.

後処理

  1. additionThe reaction solution was poured into ice
  2. filtrationthe precipitates were filtered
  3. washwashed with water
  4. customdried
  5. customThe precipitates were purified by column chromatography on silica gel (Solvent; petroleum ether/ethyl acetate=25/1)

出典と根拠

ORDレコード
ord-971046fbcd4249d2ab2ebfbd94d15645
出典データセット
uspto-grants-2013_04
特許番号
US08410166B2

反応ノート

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