Hydrochloric Acid → Benzoic acid, 4-[(tetrahydro-2H-pyran-2-yl)oxy]-, methyl ester

HRID 621833ノート

反応式

HRID 621833 の反応式
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][CH:3]=1.Cl.[O:13]1[CH:18]=[CH:17][CH2:16][CH2:15][CH2:14]1>CC(=O)OCC>[O:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]1[O:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:10][CH:11]=1

参加物

5

反応物 3

HCID 313Hydrochloric Acid2 回HCID 7456MethylparabenHCID 80803,4-dihydro-2H-pyran2 回

生成物 1

HCID 11770459Benzoic acid, 4-[(tetrahydro-2H-pyran-2-yl)oxy]-, methyl ester

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

A solution of methyl 4-hydroxybenzoate (10 g) in EA (60 ml) containing saturated ethereal HCl (3.5 ml) was treated with dihydropyran (12 ml) and the solution was allowed to stand at room temperature for 24 h. A further quantity of dihydropyran (12 ml) and ethereal HCl (3.5 ml) was added and the solution was left for 17 h. The solvent was evaporated and the residue was dissolved in ER (100 ml) and washed with 2N NaOH solution (2×50 ml), brine (50 ml) and then dried. Evaporation gave a residue which on purification by chromatography using 3:97 ER-toluene as eluant gave the title compound as a white solid (10.2 g), m.p. 58°-62°.

後処理

  1. waitthe solution was left for 17 h
  2. customThe solvent was evaporated
  3. dissolutionthe residue was dissolved in ER (100 ml)
  4. washwashed with 2N NaOH solution (2×50 ml), brine (50 ml)
  5. customdried
  6. customEvaporation
  7. customgave a residue which
  8. customon purification by chromatography

出典と根拠

ORDレコード
ord-132cb0f249214c188fbb6d1184b8e846
出典データセット
uspto-grants-1989_04
特許番号
US04824993

反応ノート

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