Water → Methyl 3-methoxymethoxy-2-naphthoate

HRID 862065

반응식

HRID 862065 반응식
[OH:1][C:2]1[C:3]([C:12]([O:14][CH3:15])=[O:13])=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.[H-].[Na+].[CH3:18][O:19][CH2:20]Cl.O>C1COCC1>[CH3:18][O:19][CH2:20][O:1][C:2]1[C:3]([C:12]([O:14][CH3:15])=[O:13])=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2

참가 물질

6

반응물 4

HCID 962WaterHCID 7864Chloromethyl Methyl EtherHCID 24758Sodium hydrideHCID 70163Methyl 3-hydroxy-2-naphthoate

생성물 1

HCID 53900226Methyl 3-methoxymethoxy-2-naphthoate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of methyl 3-hydroxy-2-naphthoate (7.01 g) in THF (200 ml) was cooled to 0° C., to which was added 60% sodium hydride (1.58 g) during 10 minutes. Then, the mixture was stirred for one hour at room temperature, to which was added dropwise chloromethyl methyl ether (2.8 ml). The mixture was then stirred for two hours, to which was added water to quench the reaction, followed by extraction with ethyl acetate. The organic layer was dried (anhydrous magnesium sulfate), and distilled off the solvent under reduced pressure. The residue was purified by means of a silica gel column chromatography (eluted with ethyl acetate/hexane) to give methyl 3-methoxymethoxy-2-naphthoate (7.11 g) (Compound B-19). The physical properties are shown in Table 7.

후처리

  1. stirringThe mixture was then stirred for two hours, to which
  2. customto quench
  3. customthe reaction
  4. extractionfollowed by extraction with ethyl acetate
  5. dry with materialThe organic layer was dried (anhydrous magnesium sulfate)
  6. distillationdistilled off the solvent under reduced pressure
  7. customThe residue was purified by means of a silica gel column chromatography (eluted with ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-41bd6cd5a004418aa0a9fd034ac769b7
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05716971

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