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

HRID 1959150노트

반응식

HRID 1959150 반응식
[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

참가 물질

5

반응물 4

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

생성물 1

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

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-971046fbcd4249d2ab2ebfbd94d15645
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08410166B2

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