Hydrogen Bromide → 1(2H)-Naphthalenone, 3,4-dihydro-6,7-dihydroxy-

HRID 2188216ノート

反応式

HRID 2188216 の反応式
C[O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13]C)[C:9](=[O:15])[CH2:8][CH2:7][CH2:6]2.Br>O>[OH:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[OH:13])[C:9](=[O:15])[CH2:8][CH2:7][CH2:6]2

参加物

4

反応物 2

HCID 260Hydrogen BromideHCID 2668163,4-Dihydro-6,7-dimethoxy-1(2H)-naphthalenone

生成物 1

HCID 6012071(2H)-Naphthalenone, 3,4-dihydro-6,7-dihydroxy-収率 72.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 6,7-dimethoxy-3,4-dihydro-2H-naphthalene-1-one (15.0 g) and 48% aqueous hydrobromic acid (60 cm3) was heated under reflux for 18 h. Upon cooling to room temperature, water (100 cm3) was added and the resulting aqueous mass was extracted with ethyl acetate (3×100 cm3). The combined extracts were dried (Na2SO4), filtered and evaporated to dryness to leave a brown powder. This was recrystallised from acetonitrile to afford the title compound (9.4 g) as a red powder.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 18 h
  3. extractionthe resulting aqueous mass was extracted with ethyl acetate (3×100 cm3)
  4. dry with materialThe combined extracts were dried (Na2SO4)
  5. filtrationfiltered
  6. customevaporated to dryness
  7. customto leave a brown powder
  8. customThis was recrystallised from acetonitrile

出典と根拠

ORDレコード
ord-99846a97f2274c68a46c23bba997f718
出典データセット
uspto-grants-2002_06
特許番号
US06410592B1

反応ノート

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