Hydrochloric Acid → 5,6-Dihydroxy-3,4-dihydronaphthalen-1(2H)-one

HRID 653754ノート

反応式

HRID 653754 の反応式
C[O:2][C:3]1[C:12]([O:13]C)=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][CH2:7][C:8]2=[O:15].[Cl-].[Al+3].[Cl-].[Cl-].Cl>C1(C)C=CC=CC=1>[OH:2][C:3]1[C:12]([OH:13])=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][CH2:7][C:8]2=[O:15]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 6451240Aluminum(III) ChlorideHCID 82192465,6-dimethoxy-1-tetralone

生成物 1

HCID 123536405,6-Dihydroxy-3,4-dihydronaphthalen-1(2H)-one収率 95.5%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
80 °C

実験手順

To a solution 5,6-dimethoxy-1-tetralone (100 g) in toluene (958 ml) was added aluminum chloride (200 g) in small portions. After the addition was complete the reaction was heated to 80° C. and mechanically stirred for 2 hours. The reaction was cooled and slowly poured into ice and concentrated HCl. The resulting solids were filtered and washed with cold dilute HCl. the resulting solids were taken up into monoglyme, dried (MgSO4), filtered, treated with charcoal, refiltered and concentrated. The residue was co-concentrated with acetonitrile to provide upon cooling 82.5 g of desired product as an off white solid, m.p. 191°-194° C.

後処理

  1. additionAfter the addition
  2. temperatureThe reaction was cooled
  3. filtrationThe resulting solids were filtered
  4. washwashed with cold dilute HCl
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. additiontreated with charcoal
  8. concentrationconcentrated
  9. customto provide

出典と根拠

ORDレコード
ord-24bd216ce9dd479eb624f0dad1c7b60d
出典データセット
uspto-grants-1992_07
特許番号
US05128362

反応ノート

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