Triethylamine → 3-[(4-Phenoxyphenyl)sulfonyl]propan-1-al

HRID 849548ノート

反応式

HRID 849548 の反応式
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([S:14]([CH2:17][CH2:18][CH2:19][OH:20])(=[O:16])=[O:15])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.C(OCC)(=O)C>C(Cl)Cl.CS(C)=O>[O:1]([C:8]1[CH:13]=[CH:12][C:11]([S:14]([CH2:17][CH2:18][CH:19]=[O:20])(=[O:16])=[O:15])=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 193668023-[(4-Phenoxyphenyl)sulfonyl]propan-1-ol

生成物 1

HCID 193668353-[(4-Phenoxyphenyl)sulfonyl]propan-1-al収率 101.8%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 6344Dichloromethane溶媒

実験手順

Part D: A cooled solution of 13 g (44 mmol) of 3-[(4-phenoxyphenyl)sulfonyl]propan-1-ol from Part C in 60 mL of anhydrous CH2Cl2 was treated with 25 mL (18 g, 178 mM) of triethylamine. The reaction mixture was then treated with a slurry of 28 g (178 mM) of pyridine-SO3 complex in 60 mL of methyl sulfoxide added over one-half hour. After stirring for one hour, the reaction mixture was poured over 500 mL of ice and ethyl acetate was added. The layers were separated and the organic layer was washed with 5% KHSO4 solution, water and brine, dried (MgSO4), and concentrated to afford 13 g of 3-[(4-phenoxyphenyl)sulfonyl]propan-1-al, suitable for the next reaction.

後処理

  1. additionadded over one-half hour
  2. additionwas added
  3. customThe layers were separated
  4. washthe organic layer was washed with 5% KHSO4 solution, water and brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-95f76c4cc4724f5e836b53b9c2b62600
出典データセット
uspto-grants-2000_01
特許番号
US06013649

反応ノート

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