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Water → HCID 59909615、化合物

HRID 1790423
ノート
印刷プレビュー

反応式

HRID 1790423 の反応式
[C:1]([O:4][CH2:5][C@H:6]1[C@@H:11]([N:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:14][CH2:13]2)[CH2:10][CH2:9][NH:8][CH2:7]1)(=[O:3])[CH3:2].C(N(CC)CC)C.[F:28][C:29]1[CH:37]=[CH:36][C:32]([CH2:33][CH2:34]Br)=[CH:31][CH:30]=1.O>CN(C)C=O.CO>[F:28][C:29]1[CH:37]=[CH:36][C:32]([CH2:33][CH2:34][N:8]2[CH2:9][CH2:10][C@H:11]([N:12]3[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[CH2:14][CH2:13]3)[C@H:6]([CH2:5][O:4][C:1](=[O:3])[CH3:2])[CH2:7]2)=[CH:31][CH:30]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 5731534-Fluorophenethyl bromideHCID 59909610HCID 59909610、化合物

生成物 1

HCID 59909615HCID 59909615、化合物収率 28%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒
HCID 6228
Dimethylformamide
溶媒

反応条件

温度
50 °C

実験手順

cis-1-(3-Acetoxymethylpiperidin-4-yl)indoline (280 mg) was dissolved in dimethylformamide (4 ml) and methanol (1 ml). To the resultant solution were added triethylamine (222 mg) and 4-fluorophenethyl bromide (285 mg) followed by stirring at 50° C. for 2 hr. Then the reaction mixture was cooled and water (50 ml) was added thereto. After extracting with ether (50 ml) twice, the organic phase was washed with water (20 ml) twice and a 2 N aqueous solution (50 ml) of sodium hydroxide once and dried over anhydrous magnesium sulfate. Then the solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (hexane/ethyl acetate system) to give the title compound (100 mg) as a colorless oil (yield: 28%).

後処理

  1. temperatureThen the reaction mixture was cooled
  2. extractionAfter extracting with ether (50 ml) twice
  3. washthe organic phase was washed with water (20 ml) twice
  4. dry with materiala 2 N aqueous solution (50 ml) of sodium hydroxide once and dried over anhydrous magnesium sulfate
  5. customThen the solvent was evaporated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography (hexane/ethyl acetate system)

出典と根拠

ORDレコード
ord-5bf9346edb7047869aa6abab44bb6ed5
出典データセット
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07071201B2

反応ノート

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