Pyridine → 1-Chlorocarbonyloxy-2,4-dimethoxynaphthalene

HRID 466214

반응식

HRID 466214 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].N1C=CC=CC=1.[C:22](Cl)([Cl:24])=[O:23]>O1CCCC1.C1C=CC=CC=1>[Cl:24][C:22]([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:23]

참가 물질

6

반응물 3

HCID 1049PyridineHCID 6371PhosgeneHCID 125635471-Hydroxy-2,4-dimethoxynaphthalene

생성물 1

HCID 198727301-Chlorocarbonyloxy-2,4-dimethoxynaphthalene

시약·촉매·용매 2

HCID 241Benzene용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
25 °C

실험 절차

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 and 1 ml of pyridine is added 10 ml of a solution of 12.5% phosgene in benzene. The mixture is stirred overnight at 25° C., filtered and the filtrate evaporated under vacuum to afford crude 1-chlorocarbonyloxy-2,4-dimethoxynaphthalene. This chloroformate is dissolved in 50 ml of dry tetrahydrofuran and a solution of 1.14 g of diethylamine in 10 ml of tetrahydrofuran added. After 4 hours at room temperature the reaction mixture is diluted with ethyl acetate and washed with dilute hydrochloric acid. The organic phase is dried over sodium sulfate and solvent removed under reduced pressure to yield 1-diethylcarbamoyloxy-2,4-dimethoxynaphthalene.

후처리

  1. filtrationfiltered
  2. customthe filtrate evaporated under vacuum

출처 및 근거

ORD 기록
ord-ae719fbd2b7941a5bd62c52095c67ff3
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05155132

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