Acetic Acid → N-(tert-Butyl)-1H-pyrrole-3-sulfonamide

HRID 1707929

반응식

HRID 1707929 반응식
[CH3:1][C:2]([NH:5][S:6]([C:9]1[CH:13]=[CH:12][N:11]([Si](C(C)C)(C(C)C)C(C)C)[CH:10]=1)(=[O:8])=[O:7])([CH3:4])[CH3:3].[F-].C([N+](CCCC)(CCCC)CCCC)CCC.C1COCC1.C(O)(=O)C>C1COCC1>[CH3:4][C:2]([NH:5][S:6]([C:9]1[CH:13]=[CH:12][NH:11][CH:10]=1)(=[O:8])=[O:7])([CH3:1])[CH3:3]

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 11078149TBAF tetrahydrofuranHCID 18960403N-(1,1-Dimethylethyl)-1-[tris(1-methylethyl)silyl]-1H-pyrrole-3-sulfonamide

생성물 1

HCID 19693846N-(tert-Butyl)-1H-pyrrole-3-sulfonamide수율 81%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of N-(1,1-dimethylethyl)-1-[tris(1-methylethyl)sily]-1H-pyrrole-3-sulfonamide (1.7 g, 4.7 mmol) in 25 mL THF was treated with 5.2 mL of 1M tetrabutylammonium fluoride/THF solution, followed by 0.3 mL of acetic acid. After stirring 30 minutes at room temperature, the reaction mixture was filtered through silica with THF rinse, and the filtrate stripped. The solid residue was triturated with hexanes to afford 0.77 g of tan solids, m.p. 145°-147° C. dec.

후처리

  1. filtrationthe reaction mixture was filtered through silica with THF
  2. washrinse
  3. customThe solid residue was triturated with hexanes

출처 및 근거

ORD 기록
ord-5d832ec7db804cc5a611aa6687b957c7
출처 데이터셋
uspto-grants-1994_10
특허 번호
US05356862

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