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 1447479ノート

反応式

HRID 1447479 の反応式
[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

参加物

5

反応物 2

HCID 20283297Methyl rac-1,2,3,4,5,8-hexahydro-5,8-dioxonaphthalene-2-carboxylateHCID 178418361HCID 178418361、化合物2 回

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-e2746633e41f4bd2b4bcec2981c891a6
出典データセット
uspto-grants-1982_02
特許番号
US04316985

反応ノート

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