Dichloromethane methanol → 4-Hydroxy-3-n-propylbenzenesulfonamide

HRID 865532노트

반응식

HRID 865532 반응식
[CH2:1]([C:4]1[CH:5]=[C:6]([S:11]([NH2:14])(=[O:13])=[O:12])[CH:7]=[CH:8][C:9]=1[OH:10])[CH:2]=[CH2:3].[H][H].CO.C(Cl)Cl>C(O)C.[Pd]>[OH:10][C:9]1[CH:8]=[CH:7][C:6]([S:11]([NH2:14])(=[O:12])=[O:13])=[CH:5][C:4]=1[CH2:1][CH2:2][CH3:3]

참가 물질

6

반응물 3

HCID 21226129Dichloromethane methanolHCID 217087083-Allyl-4-hydroxybenzenesulfonamideHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 190804514-Hydroxy-3-n-propylbenzenesulfonamide수율 99.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A Parr hydrogenation flask was charged with a solution of 3.04 g (14.30 mmol) of the product of Step A dissolved in 25 mL of ethanol and 0.300 g of a 10% palladium on carbon catalyst was added. The flask was mounted in the hydrogenation apparatus, freed of air, pressurized with hydrogen (40 psig) and shaken for 15 minutes. At the end of this period TLC analysis (3% MeOH-CH2Cl2, 2 elutions) indicated that the reaction was complete and the reaction mixture was filtered and evaporated. The product was dried in vacuo to afford 3.06 g (99%) of the title compound. 1H-NMR (400 MHz, CD3OD, ppm): δ 0.94 (t, J=7.20 Hz, 3H), 1.58-1.68 (m, 2H), 2.01-2.62 (m, 2H), 6.82 (d, J=8.40 Hz, 1H), 7.55 (dd, J=2.40, 8.40 Hz, 1H), 7.60 (d, J=2.40 Hz, 1H). FAB-MS m/e=216 (M+1).

후처리

  1. filtrationthe reaction mixture was filtered
  2. customevaporated
  3. customThe product was dried in vacuo

출처 및 근거

ORD 기록
ord-28e008a02e934ccea8a4bbb05539ff29
출처 데이터셋
uspto-grants-1996_10
특허 번호
US05565485

반응 노트

불러오는 중…