Water → HCID 22671994, 화합물

HRID 1006549노트

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HRID 1006549 반응식
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[CH:7][C:6]=1[N:15]([S:19]([CH3:22])(=[O:21])=[O:20])[CH:16]([CH3:18])[CH3:17].C([Li])CCC.[CH:28](=[O:33])[CH2:29][CH2:30][CH2:31][CH3:32].O>C1COCC1.CN(C)P(N(C)C)(N(C)C)=O>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[CH:7][C:6]=1[N:15]([S:19]([CH2:22][CH:28]([OH:33])[CH2:29][CH2:30][CH2:31][CH3:32])(=[O:21])=[O:20])[CH:16]([CH3:18])[CH3:17]

참가 물질

7

반응물 4

HCID 962WaterHCID 8063PentanalHCID 23378642HCID 23378642, 화합물HCID 178418339Butyllithium

생성물 1

HCID 22671994HCID 22671994, 화합물수율 40.8%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 12679Hexamethylphosphoramide용매

실험 절차

To a solution of 2-(N-isopropyl-methylsulfonylamino)-5-trifluoromethyl-phenyl methoxymethyl ether (135 mg; prepared in Reference Example 30.) in THF (3.0 ml), hexamethylphosphoramide (420 μl) was added in a stream of argon. At −78° C., n-butyl lithium (742 μl) was added dropwise thereto. The mixture was stirred for 1.5 hours. To the mixture, a solution of valeraldehyde (102 mg) in THF (1.0 ml) was added dropwise. The mixture was stirred for 30 minutes. To the reaction mixture, water was added. The mixture was extracted with ethyl acetate, washed, dried over and concentrated with the reduced pressure. The residue was purified on silica gel column chromatography (hexane:AcOEt=4:1) to give the title compound (69 mg) having the following physical data.

후처리

  1. stirringThe mixture was stirred for 30 minutes
  2. extractionThe mixture was extracted with ethyl acetate
  3. washwashed
  4. customdried over and
  5. concentrationconcentrated with the reduced pressure
  6. customThe residue was purified on silica gel column chromatography (hexane:AcOEt=4:1)

출처 및 근거

ORD 기록
ord-cb98667288d84b5190064b38ccda73bd
출처 데이터셋
uspto-grants-2004_09
특허 번호
US06790866B2

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