Methyl 2-hydroxy-1-naphthoate → Methyl 2-hydroxy-5,6,7,8-tetrahydronaphthalene-1-carboxylate

HRID 631876

反応式

HRID 631876 の反応式
[CH3:1][O:2][C:3]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][C:6]=1[OH:15])=[O:4].[H][H]>C(O)(=O)C.[Pt]=O>[CH3:1][O:2][C:3]([C:5]1[C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[CH:8]=[CH:7][C:6]=1[OH:15])=[O:4]

参加物

5

反応物 2

HCID 598533Methyl 2-hydroxy-1-naphthoateHCID 178418361HCID 178418361、化合物

生成物 1

HCID 11600901Methyl 2-hydroxy-5,6,7,8-tetrahydronaphthalene-1-carboxylate収率 114.7%

試薬・触媒・溶媒 2

HCID 82844Platinum oxide (PtO)触媒HCID 176Acetic Acid溶媒

実験手順

Under an atmosphere of nitrogen, platinum oxide (5 g) was added to a solution of 2-hydroxy-naphthalene-1-carboxylic acid methyl ester (10 g) in acetic acid (200 mL). The nitrogen atmosphere was replaced by hydrogen, the pressure was increased to 4 bar and the mixture was stirred overnight. The resulting suspension was filtered and the filtrate was concentrated under vacuum to give an oil. The residue was purified by chromatography on silica, eluting with DCM. The fractions containing the desired product were combined and evaporated under vacuum to give the title compound as a colorless oil (11.7 g).

後処理

  1. temperaturethe pressure was increased to 4 bar
  2. filtrationThe resulting suspension was filtered
  3. concentrationthe filtrate was concentrated under vacuum
  4. customto give an oil
  5. customThe residue was purified by chromatography on silica
  6. washeluting with DCM
  7. additionThe fractions containing the desired product
  8. customevaporated under vacuum

出典と根拠

ORDレコード
ord-eaa2476de1ea47278ce680562c721a0d
出典データセット
uspto-grants-2016_04
特許番号
US09321740B2

関連ノート

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