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

HRID 865532ノート

反応式

HRID 865532 の反応式
[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]

参加物

6

反応物 3

HCID 21226129Dichloromethane methanolHCID 217087083-Allyl-4-hydroxybenzenesulfonamideHCID 178418361HCID 178418361、化合物

生成物 1

HCID 190804514-Hydroxy-3-n-propylbenzenesulfonamide収率 99.4%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-28e008a02e934ccea8a4bbb05539ff29
出典データセット
uspto-grants-1996_10
特許番号
US05565485

反応ノート

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