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Methyl iodide → Ethyl 6-(1-benzenesulphonylethyl)-3-ethyl-2-methoxybenzoate

HRID 2177689
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HRID 2177689 반응식
[H-].[Na+].[C:3]1([S:9]([CH2:12][C:13]2[C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[C:17]([O:24][CH3:25])[C:16]([CH2:26][CH3:27])=[CH:15][CH:14]=2)(=[O:11])=[O:10])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.I[CH3:29].[Cl-].[NH4+]>CN(C=O)C.O>[C:3]1([S:9]([CH:12]([C:13]2[C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[C:17]([O:24][CH3:25])[C:16]([CH2:26][CH3:27])=[CH:15][CH:14]=2)[CH3:29])(=[O:11])=[O:10])[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 67107794Ethyl 6-(benzenesulphonylmethyl)-3-ethyl-2-methoxybenzoate2회

생성물 1

HCID 67107928Ethyl 6-(1-benzenesulphonylethyl)-3-ethyl-2-methoxybenzoate

시약·촉매·용매 2

HCID 962
Water
용매
HCID 6228Dimethylformamide용매

실험 절차

Sodium hydride (60% oil dispersion, 0.009 g) was added to a stirred and cooled solution of ethyl 6-(benzenesulphonylmethyl)-3-ethyl-2-methoxybenzoate (Intermediate 20, 0.075 g) in DMF (1 ml) at 0° C. under an atmosphere of nitrogen. After stirring for 15 minutes iodomethane (0.014 ml) was added and the resultant mixture was stirred at room temperature for 1 hour. Ammonium chloride (saturated aqueous solution) was added followed by water and the mixture was extracted with ethyl acetate, washed with water, brine, dried (MgSO4) and filtered. The filtrate was evaporated to dryness and the residue was purified by chromatography on silica, eluting with a mixture of ethyl acetate and cyclohexane with a gradient of 0-20% to give ethyl 6-(1-benzenesulphonylethyl)-3-ethyl-2-methoxybenzoate (0.063 g) as a colourless oil.

후처리

  1. additionwas added
  2. extractionthe mixture was extracted with ethyl acetate
  3. washwashed with water, brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customThe filtrate was evaporated to dryness
  7. customthe residue was purified by chromatography on silica
  8. washeluting with a mixture of ethyl acetate and cyclohexane with a gradient of 0-20%

출처 및 근거

ORD 기록
ord-7070dc76988c4146956989005c0b5c21
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09067905B2

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