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

HRID 1166737노트

반응식

HRID 1166737 반응식
[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

참가 물질

4

반응물 2

HCID 887MethanolHCID 111064024-Hydroxymethylnaphthoic Acid

생성물 1

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

시약·촉매·용매 1

HCID 21226206Ethyl acetate hexane용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-34a6d02e45b1431db20ede61c2f365b4
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06613942B1

반응 노트

불러오는 중…