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

HRID 466213

반응식

HRID 466213 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

HCID 141830391-Methylcarbamoyloxy-2,4-dimethoxynaphthalene

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-53588902e90946a99fa5a6e117a7da96
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05155132

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