Triethylamine → 3-Amino-4-methoxy-benzenesulfonic acid 3,4,5-trimethoxy-phenyl ester

HRID 1059839

반응식

HRID 1059839 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([OH:13])[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].C(N(CC)CC)C.[CH3:21][O:22][C:23]1[CH:28]=[CH:27][C:26]([S:29](F)(=[O:31])=[O:30])=[CH:25][C:24]=1[NH2:33].[I-].C([NH3+])(C)(C)C>ClCCl>[NH2:33][C:24]1[CH:25]=[C:26]([S:29]([O:13][C:5]2[CH:6]=[C:7]([O:11][CH3:12])[C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=2)(=[O:31])=[O:30])[CH:27]=[CH:28][C:23]=1[O:22][CH3:21]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 695053,4,5-TrimethoxyphenolHCID 969523-Amino-4-methoxyphenylsulphonyl fluorideHCID 22344722t-Butylammonium Iodide

생성물 1

HCID 98206553-Amino-4-methoxy-benzenesulfonic acid 3,4,5-trimethoxy-phenyl ester수율 35%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 3,4,5-trimethoxyphenol (505.7 mg, 2.75 mmol) in dichloromethane (28 mL) was treated sequentially with triethylamine (1.2 mL), 4-methoxymetanilyl fluoride (572.5 mg, 2.75 mmol), and tert-butylammonium iodide (106 mg, 0.287 mmol), stirred overnight, and washed once with 1M Na2CO3. The organic layer was separated, dried (MgSO4), filtered, and concentrated. Chromatography of the concentrate on silica gel with 40% ethyl acetate/hexanes provided 356 mg of the desired compound.

후처리

  1. washwashed once with 1M Na2CO3
  2. customThe organic layer was separated
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. concentrationChromatography of the concentrate on silica gel with 40% ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-3462e9bbd0674957b0e4a1b6e9cb8fd0
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06521658B1

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