Toluene → HCID 67361124、化合物

HRID 1909093

反応式

HRID 1909093 の反応式
Br[C:2]1[CH:17]=[CH:16][C:5]([O:6][CH2:7][C:8]2([CH3:15])[CH2:12][O:11][C:10]([CH3:14])([CH3:13])[O:9]2)=[CH:4][CH:3]=1.[F:18][C:19]([F:35])([F:34])[O:20][C:21]1[CH:33]=[CH:32][C:24]([O:25][CH:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)=[CH:23][CH:22]=1.CC(C)([O-])C.[Na+].C1(C)C=CC=CC=1>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1([B-](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(P(C(C)(C)C)C(C)(C)C)(C)(C)C.O.C(OCC)(=O)C>[F:35][C:19]([F:18])([F:34])[O:20][C:21]1[CH:33]=[CH:32][C:24]([O:25][CH:26]2[CH2:27][CH2:28][N:29]([C:2]3[CH:17]=[CH:16][C:5]([O:6][CH2:7][C:8]4([CH3:15])[CH2:12][O:11][C:10]([CH3:14])([CH3:13])[O:9]4)=[CH:4][CH:3]=3)[CH2:30][CH2:31]2)=[CH:23][CH:22]=1

参加物

9

反応物 4

HCID 1140TolueneHCID 161154394-[4-(Trifluoromethoxy)phenoxy]piperidineHCID 23676156Sodium t-butoxideHCID 710593314-[(4-Bromophenoxy)methyl]-2,2,4-trimethyl-1,3-dioxolane

生成物 1

HCID 67361124HCID 67361124、化合物収率 93.2%

試薬・触媒・溶媒 4

HCID 167845palladium(II) acetate触媒HCID 86674235Tri-tert-butylphosphine tetraphenylborate触媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

4-[(4-Bromophenoxy)methyl]-2,2,4-trimethyl-1,3-dioxolane (156 mg, 0.518 mmol), 4-[4-(trifluoromethoxy)phenoxy]piperidine (135 mg, 0.517 mmol), palladium acetate (1.2 mg, 0.0053 mmol), tri-tert-butylphosphine tetraphenylborate (2.7 mg, 0.0052 mmol), sodium tert-butoxide (55 mg, 0.57 mmol), and toluene (2 mL) were mixed and stirred under reflux for 2 hours. Ethyl acetate and water were added to the reaction mixture, followed by extraction. The organic layer was washed with water twice. A residue was obtained by concentrating the organic layer under reduced pressure, and the resulting residue was then subjected to chromatography refining (methylene chloride) using silica gel, obtaining 232 mg of the objective compound (yield: 93%).

後処理

  1. temperatureunder reflux for 2 hours
  2. extractionfollowed by extraction
  3. washThe organic layer was washed with water twice
  4. customA residue was obtained
  5. concentrationby concentrating the organic layer under reduced pressure

出典と根拠

ORDレコード
ord-d3bee796665b41afb7076e2b8902854f
出典データセット
uspto-grants-2013_12
特許番号
US08598358B2

関連ノート

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