Methyl rac-1,2,3,4,5,8-hexahydro-5,8-dioxonaphthalene-2-carboxylate → Methyl rac-5,8-dihydroxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate

HRID 1447479노트

반응식

HRID 1447479 반응식
[O:1]=[C:2]1[CH:11]=[CH:10][C:9](=[O:12])[C:8]2[CH2:7][CH:6]([C:13]([O:15][CH3:16])=[O:14])[CH2:5][CH2:4][C:3]1=2.[H][H]>[Pd].CO>[OH:1][C:2]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]2[C:3]=1[CH2:4][CH2:5][CH:6]([C:13]([O:15][CH3:16])=[O:14])[CH2:7]2

참가 물질

5

반응물 2

HCID 20283297Methyl rac-1,2,3,4,5,8-hexahydro-5,8-dioxonaphthalene-2-carboxylateHCID 178418361HCID 178418361, 화합물2회

생성물 1

HCID 20283289Methyl rac-5,8-dihydroxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate수율 102.5%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

0.30 g of 10% palladium-on-carbon catalyst was added to a solution of 4.0 g (0.018 mol) of methyl rac-1,2,3,4,5,8-hexahydro-5,8-dioxonaphthalene-2-carboxylate in 180 ml of methanol and the mixture was shaken under one atmosphere of hydrogen until hydrogen uptake ceased (429 ml, 18 minutes). The mixture was filtered and the filtrate was evaporated to yield 4.1 g (100%) of methyl rac-5,8-dihydroxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate in the form of a white crystalline solid of melting point 135°-136° C.

후처리

  1. custom(429 ml, 18 minutes)
  2. filtrationThe mixture was filtered
  3. customthe filtrate was evaporated

출처 및 근거

ORD 기록
ord-e2746633e41f4bd2b4bcec2981c891a6
출처 데이터셋
uspto-grants-1982_02
특허 번호
US04316985

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