Methyl iodide → 5,6-Dimethoxy-4-[2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-oxaspiro[2,5]octane

HRID 481316노트

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HRID 481316 반응식
[OH:1][CH:2]1[CH2:9][CH2:8][C:5]2([O:7][CH2:6]2)[CH:4]([C:10]2([CH3:18])[CH:12]([CH2:13][CH:14]=[C:15]([CH3:17])[CH3:16])[O:11]2)[CH:3]1[O:19][CH3:20].O1CCC[CH2:22]1.[H-].[Na+].IC>C(OCC)C>[CH3:20][O:19][CH:3]1[CH:2]([O:1][CH3:22])[CH2:9][CH2:8][C:5]2([O:7][CH2:6]2)[CH:4]1[C:10]1([CH3:18])[CH:12]([CH2:13][CH:14]=[C:15]([CH3:17])[CH3:16])[O:11]1

참가 물질

6

반응물 4

HCID 6328Methyl iodideHCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 2190894-(1,5-Dimethyl-1,2-epoxy-4-hexenyl)-5-methoxy-1-oxaspiro(2.5)octan-6-ol

생성물 1

HCID 149888645,6-Dimethoxy-4-[2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-oxaspiro[2,5]octane

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a solution of 6-hydroxy-5-methoxy-4-[2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-oxaspiro[2,5]octane (14.1 mg) in freshly distilled tetrahydrofuran (0.5 ml) was added sodium hydride (60% oil dispersion, 2.0 mg) in one portion in an ice bath. The suspension was stirred for half an hour at the same temperature and thereto iodomethane (71 mg) was added. After stirring for 2 hours at ambient temperature, the mixture was diluted with diethyl ether and washed with water. The organic layer was dried and evaporated to give a crude oil which was purified by column chromatography on silica gel eluted by a mixture of diethyl ether and n-hexane (1:2) to yield 5,6-dimethoxy-4-[2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-oxaspiro[2,5]octane (14.2 mg) as an oil.

후처리

  1. stirringAfter stirring for 2 hours at ambient temperature
  2. washwashed with water
  3. customThe organic layer was dried
  4. customevaporated
  5. customto give a crude oil which
  6. customwas purified by column chromatography on silica gel
  7. washeluted by a mixture of diethyl ether and n-hexane (1:2)

출처 및 근거

ORD 기록
ord-660bd78de3dc4d0b8af325b0df3d975a
출처 데이터셋
uspto-grants-1998_08
특허 번호
US05789405

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