Hydrochloric Acid → HCID 59424843、化合物

HRID 501502

反応式

HRID 501502 の反応式
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7](F)=[CH:6][C:5]=1[F:11])=[O:3].C([Si](C(C)C)(C(C)C)[S:16][C:17]1[CH:18]=[C:19]([C:23]2([C:29]([NH2:31])=[O:30])[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)[CH:20]=[CH:21][CH:22]=1)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.CC(C)([O-])C.[K+].Cl>C(OCC)(=O)C.C1(C)C=CC=CC=1>[C:2]([C:4]1[CH:9]=[CH:8][C:7]([S:16][C:17]2[CH:18]=[C:19]([C:23]3([C:29]([NH2:31])=[O:30])[CH2:28][CH2:27][O:26][CH2:25][CH2:24]3)[CH:20]=[CH:21][CH:22]=2)=[CH:6][C:5]=1[F:11])(=[O:3])[CH3:1]

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 677702,4-DifluoroacetophenoneHCID 2724141Tetrabutylammonium FluorideHCID 23665647Potassium tert-butoxideHCID 566014104-(3-(triisopropylsilylthio)phenyl)tetrahydro-2H-pyran-4-carboxamide

生成物 1

HCID 59424843HCID 59424843、化合物

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒

実験手順

2,4-Difluoroacetophenone (0.40 g, 2.54 mmols), 4-{3-[(triisopropylsilyl)thio]phenyl}-tetra-hydro-2H-pyran-4-carboxamide (1.0 g, 2.54 mmols), tetrabutylammonium fluoride (0.66 g, 2.54 mmols), and potassium tert-butoxide (1.0 M in THF, 2.54 ml, 2.54 mmols) were added to anhydrous toluene (10 ml). The mixture was warmed to 90 degrees Celcius and stirred for 4 hours. After cooling to room temperature, ethyl acetate was added (100 ml) along with 1.0 N HCl (6 ml). The mixture was then stirred for 30 minutes and a beige precipate was collected by suction filtration. The crude product was purified further on silica gel eluting with a 70:30 mixture of methylene chloride and acetone. The appropriate fractions were concentrated to a light brown solid, (0.61 g, 64%).

後処理

  1. temperatureThe mixture was warmed to 90 degrees Celcius
  2. stirringThe mixture was then stirred for 30 minutes
  3. filtrationa beige precipate was collected by suction filtration
  4. customThe crude product was purified further on silica gel eluting with a 70:30 mixture of methylene chloride and acetone
  5. concentrationThe appropriate fractions were concentrated to a light brown solid, (0.61 g, 64%)

出典と根拠

ORDレコード
ord-5657c0da012f435683a36db2faaed799
出典データセット
uspto-grants-2010_08
特許番号
US07772269B2

関連ノート

読み込み中…