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

HRID 583928

반응식

HRID 583928 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-1e4d61a307c34e5ab4b3ba24047a90d2
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06924304B2

연결된 노트

불러오는 중…