Hydrochloric Acid → 2'-Hydroxy-5'-methyl-3'-methoxymethylacetophenone

HRID 253042

反応式

HRID 253042 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[C:9](=[O:11])[CH3:10].[CH2:12]=[O:13].Cl.[CH3:15]O>>[OH:1][C:2]1[C:7]([CH2:12][O:13][CH3:15])=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[C:9](=[O:11])[CH3:10]

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 887MethanolHCID 150682-Hydroxy-5-methylacetophenone

生成物 1

HCID 132292322'-Hydroxy-5'-methyl-3'-methoxymethylacetophenone

反応条件

温度
60 °C

実験手順

A mixture of 2′-hydroxy-5′-methylacetophenone (1.0 g, 6.7 mmol) was treated with paraformaldehyde (0.18 g) and conc. hydrochloric acid (5 ml) and the mixture heated at 60° C. overnight. Upon cooling the mixture was extracted with toluene (3×30 ml) and the combined extracts were dried (Na2SO4) and the solvent removed to yield a yellow oil. The oil was treated with methanol (30 ml) and heated to reflux for 1 h. Upon cooling, the solution was evaporated to near dryness, and the residue chromatographed on a silica column, eluting with 0-10% ethyl acetate in petroleum ether. The purified product was obtained as an white powder (0.76 g)

後処理

  1. temperatureUpon cooling the mixture
  2. extractionwas extracted with toluene (3×30 ml)
  3. dry with materialthe combined extracts were dried (Na2SO4)
  4. customthe solvent removed
  5. customto yield a yellow oil
  6. temperatureheated
  7. temperatureto reflux for 1 h
  8. temperatureUpon cooling
  9. customthe solution was evaporated
  10. customthe residue chromatographed on a silica column
  11. washeluting with 0-10% ethyl acetate in petroleum ether

出典と根拠

ORDレコード
ord-43407855e4614a89aaebf00a63600f1a
出典データセット
uspto-grants-2011_01
特許番号
US07872011B2

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