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Ethyl bromoacetate → HCID 68735614、化合物

HRID 2382195
ノート
印刷プレビュー

反応式

HRID 2382195 の反応式
[C:1]1([CH:7]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=2)[CH:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.Br[CH2:32][C:33]([O:35][CH2:36][CH3:37])=[O:34].C(OCC)(=O)C>CC#N.CCCCCC>[C:1]1([CH:7]([C:14]2[CH:15]=[CH:16][C:17]([C:20]([F:23])([F:21])[F:22])=[CH:18][CH:19]=2)[CH:8]2[CH2:9][CH2:10][N:11]([CH2:32][C:33]([O:35][CH2:36][CH3:37])=[O:34])[CH2:12][CH2:13]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
参加物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 7748Ethyl bromoacetateHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 53853565HCID 53853565、化合物

生成物 1

HCID 68735614HCID 68735614、化合物収率 52%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒
HCID 8058
Hexane
溶媒

実験手順

To a solution of 4-(phenyl(4-(trifluoromethyl)phenyl)methyl)piperidine (0.4 g, 1.25 mmol) in MeCN (15 mL) was added triethyl amine (0.45 mL, 3.2 mmol) at rt. After stirring at rt for 10 min, it was cooled to 0° C. and ethyl bromoacetate (0.27 mL, 1.62 mmol) was added dropwise. After stirring at rt for 16 h, the solvent was removed under vacuum and the residue was diluted with water, extracted with ethyl acetate, the combined organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum to afforded the crude product. Column chromatography (SiO2, 5-10% ethyl acetate in hexane) afforded ethyl 2-(4-(phenyl(4-(trifluoromethyl)phenyl)methyl)piperidin-1-yl)acetate (0.25 g, 52% yield) as a pale yellow solid. MS (ESI, pos. ion) m/z: 406 (M+1).

後処理

  1. temperatureit was cooled to 0° C.
  2. stirringAfter stirring at rt for 16 h
  3. customthe solvent was removed under vacuum
  4. additionthe residue was diluted with water
  5. extractionextracted with ethyl acetate
  6. dry with materialthe combined organic layer was dried over anhydrous sodium sulfate
  7. concentrationconcentrated under vacuum
  8. customto afforded the crude product

出典と根拠

ORDレコード
ord-f1816915bdfa4db3a4e45f852bdba564
出典データセット
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08258306B2

反応ノート

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