Triethylamine → N-{4-[2-(4-formylphenoxy)ethyl]phenyl}methanesulfonamide

HRID 1595498ノート

反応式

HRID 1595498 の反応式
C(N(CC)CC)C.[NH2:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][O:17][C:18]2[CH:25]=[CH:24][C:21]([CH:22]=[O:23])=[CH:20][CH:19]=2)=[CH:11][CH:10]=1.C(OCC)(=O)C.[CH3:32][S:33](Cl)(=[O:35])=[O:34]>ClCCl>[CH:22]([C:21]1[CH:20]=[CH:19][C:18]([O:17][CH2:16][CH2:15][C:12]2[CH:13]=[CH:14][C:9]([NH:8][S:33]([CH3:32])(=[O:35])=[O:34])=[CH:10][CH:11]=2)=[CH:25][CH:24]=1)=[O:23]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 31297Methanesulfonyl chlorideHCID 217050034-[2-(4-Aminophenyl)ethoxy]benzaldehyde

生成物 1

HCID 21704959N-{4-[2-(4-formylphenoxy)ethyl]phenyl}methanesulfonamide収率 34.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

6.75 g (64 mmole) triethylamine was added to 5 g (14,6 mmole) 4-[2-(4-aminophenyl)ethoxy]benzaldehyde x HCl (containing some ethyl acetate) in dichloromethane. 3.65 g (32 mmole) methanesulfonyl chloride was slowly added at 0° C., and the mixture was stirred over the weekend. A yellow precipitate was filtered off and the filtrate was washed with water. The organic phase was dried (sodium sulfate), filtered and the solvent was evaporated. The residue contained some triethylamine and therefore it was dissolved in dichloromethane and washed with 2 M hydrochloric acid and brine, dried and filtered and the solvent was evaporated to give 1.6 g (yield 34%) of N-{4-[2-(4-formylphenoxy)ethyl]phenyl}methanesulfonamide as a yellow powder.

後処理

  1. filtrationA yellow precipitate was filtered off
  2. washthe filtrate was washed with water
  3. dry with materialThe organic phase was dried (sodium sulfate)
  4. filtrationfiltered
  5. customthe solvent was evaporated
  6. dissolutionit was dissolved in dichloromethane
  7. washwashed with 2 M hydrochloric acid and brine
  8. customdried
  9. filtrationfiltered
  10. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-4bdc8e2151f94c01a57e9a00352e2cf1
出典データセット
uspto-grants-2001_09
特許番号
US06288096B1

反応ノート

読み込み中…