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

HRID 849548노트

반응식

HRID 849548 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-95f76c4cc4724f5e836b53b9c2b62600
출처 데이터셋
uspto-grants-2000_01
특허 번호
US06013649

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