Methyl iodide → (cis)-4-(3,4-Dimethoxyphenyl)-2-methyl-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one

HRID 1871366노트

반응식

HRID 1871366 반응식
[H-].[Na+].[CH3:3][O:4][C:5]1[CH:6]=[C:7]([C:13]2[C@H:22]3[C@H:17]([CH2:18][CH2:19][CH2:20][CH2:21]3)[C:16](=[O:23])[NH:15][N:14]=2)[CH:8]=[CH:9][C:10]=1[O:11][CH3:12].I[CH3:25]>CN(C)C=O>[CH3:3][O:4][C:5]1[CH:6]=[C:7]([C:13]2[C@H:22]3[C@H:17]([CH2:18][CH2:19][CH2:20][CH2:21]3)[C:16](=[O:23])[N:15]([CH3:25])[N:14]=2)[CH:8]=[CH:9][C:10]=1[O:11][CH3:12]

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 10913208(cis)-4-(3,4-Dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one

생성물 1

HCID 70003942(cis)-4-(3,4-Dimethoxyphenyl)-2-methyl-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

6 mmol of a 60% suspension of sodium hydride in mineral oil was added to a suspension of 5 mmol of compound 1 in about 40 ml of dimethylformamide, under a flow of nitrogen at room temperature. After stirring this mixture for 30 minutes, 7 mmol of iodomethane was added and the resulting mixture was stirred for another 4 hours, after which the solvent was evaporated. The residue was partitioned between ethyl acetate and water, the organic layer was dried over magnesium sulfate and evaporated. The residue was purified by chromatography (dichloromethane). Crystallized from petroleum ether (60-95° C.). M.p. 110-112° C.

후처리

  1. stirringthe resulting mixture was stirred for another 4 hours
  2. customafter which the solvent was evaporated
  3. customThe residue was partitioned between ethyl acetate and water
  4. dry with materialthe organic layer was dried over magnesium sulfate
  5. customevaporated
  6. customThe residue was purified by chromatography (dichloromethane)
  7. customCrystallized from petroleum ether (60-95° C.)

출처 및 근거

ORD 기록
ord-1e050df5a8f64e808385a028b55c4ce4
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06103718

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