Methyl Isocyanate → 1-Methylcarbamoyloxy-2,4-dimethoxynaphthalene

HRID 845548ノート

反応式

HRID 845548 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].[CH3:16][N:17]=[C:18]=[O:19]>O1CCCC1.CN(C)C1C=CN=CC=1>[CH3:16][NH:17][C:18]([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:19]

参加物

5

反応物 2

HCID 12228Methyl IsocyanateHCID 125635471-Hydroxy-2,4-dimethoxynaphthalene

生成物 1

HCID 141830391-Methylcarbamoyloxy-2,4-dimethoxynaphthalene

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 1.00 g of 1-hydroxy-2,4-dimethoxynaphthalene, prepared as shown in Preparations 7 and 8, in 50 ml of tetrahydrofuran was added 0.335 g of methyl isocyanate followed by 0.12 g of 4-dimethylaminopyridine. The solution was stirred at room temperature overnight. The solvent was removed under reduced pressure and the residue dissolved in ethyl acetate, washed with dilute hydrochloric acid and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure and the residue chromatographed on silica gel, eluting with methylene chloride, giving 1-methylcarbamoyloxy-2,4-dimethoxynaphthalene, m.p. 131°-133° C.

後処理

  1. customThe solvent was removed under reduced pressure
  2. dissolutionthe residue dissolved in ethyl acetate
  3. washwashed with dilute hydrochloric acid
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was removed under reduced pressure
  6. customthe residue chromatographed on silica gel
  7. washeluting with methylene chloride

出典と根拠

ORDレコード
ord-2154a6d05d3442fc9cf7020a8932402c
出典データセット
uspto-grants-1988_07
特許番号
US04758587

反応ノート

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