Methyl chloroformate → 1-Methoxycarbonyloxy-2,4-dimethoxynaphthalene

HRID 466215

反応式

HRID 466215 の反応式
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([O:12][CH3:13])=[CH:4][C:3]=1[O:14][CH3:15].Cl[C:17]([O:19][CH3:20])=[O:18].C(N(CC)CC)C>O1CCCC1>[CH3:20][O:19][C:17]([O:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([O:12][CH3:13])=[CH:4][C:3]=1[O:14][CH3:15])=[O:18]

参加物

5

反応物 3

HCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 125635471-Hydroxy-2,4-dimethoxynaphthalene

生成物 1

HCID 141830431-Methoxycarbonyloxy-2,4-dimethoxynaphthalene

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 1.27 g of 1-hydroxy-2,4-dimethoxynaphthalene, prepared as shown in Preparations 7 and 8, in 50 ml of tetrahydrofuran was added 0.694 g of methyl chloroformate followed by 0.743 g of triethylamine. The mixture was stirred at room temperature for 16 hours, filtered, then the solvent removed under reduced pressure. The residue was dissolved in diethyl ether, washed with dilute hydrochloric acid and dried over anhydrous sodium sulfate. The ether was removed under reduced pressure and the residue chromatographed on silica gel, eluting with a 1:1 mixture of methylene chloride and hexane, to give 1-methoxycarbonyloxy-2,4-dimethoxynaphthalene, m.p. 128°-129° C.

後処理

  1. filtrationfiltered
  2. customthe solvent removed under reduced pressure
  3. dissolutionThe residue was dissolved in diethyl ether
  4. washwashed with dilute hydrochloric acid
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe ether was removed under reduced pressure
  7. customthe residue chromatographed on silica gel
  8. washeluting with a 1:1 mixture of methylene chloride and hexane

出典と根拠

ORDレコード
ord-51a4826d03fb4eae92e228d814dc4a1d
出典データセット
uspto-grants-1992_10
特許番号
US05155132

関連ノート

読み込み中…