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

HRID 653754노트

반응식

HRID 653754 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
80 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-24bd216ce9dd479eb624f0dad1c7b60d
출처 데이터셋
uspto-grants-1992_07
특허 번호
US05128362

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