Methanol → Methyl 4-(hydroxymethyl)naphthalene-1-carboxylate

HRID 1166737ノート

反応式

HRID 1166737 の反応式
[OH:1][CH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([C:13]([OH:15])=[O:14])=[CH:5][CH:4]=1.[CH3:16]O>C(OCC)(=O)C.CCCCCC>[OH:1][CH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([C:13]([O:15][CH3:16])=[O:14])=[CH:5][CH:4]=1

参加物

4

反応物 2

HCID 887MethanolHCID 111064024-Hydroxymethylnaphthoic Acid

生成物 1

HCID 10878557Methyl 4-(hydroxymethyl)naphthalene-1-carboxylate収率 35%

試薬・触媒・溶媒 1

HCID 21226206Ethyl acetate hexane溶媒

実験手順

A mixture of 4-hydroxymethylnaphthoic acid (10 g, 50 mmol), methanol (300 mL), and conc. H2 SO4 (2 mL) was refluxed overnight. The insolubles were filtered off and the filtrate was concentrated. The residue was taken up in ethyl acetate and washed with aqueous NaHCO3 (2×), brine, dried over MgSO4, and concentrated to give a yellow oil. Silica gel column chromatography using ethyl acetate/hexane (1/3) gave the desired product as a yellow oil (3.3 g, 35%).

後処理

  1. temperaturewas refluxed overnight
  2. filtrationThe insolubles were filtered off
  3. concentrationthe filtrate was concentrated
  4. washwashed with aqueous NaHCO3 (2×), brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated
  7. customto give a yellow oil

出典と根拠

ORDレコード
ord-34a6d02e45b1431db20ede61c2f365b4
出典データセット
uspto-grants-2003_09
特許番号
US06613942B1

反応ノート

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