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Ethyl bromoacetate → HCID 68735614, 화합물

HRID 2382195
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HRID 2382195 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 7748Ethyl bromoacetateHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 53853565HCID 53853565, 화합물

생성물 1

HCID 68735614HCID 68735614, 화합물수율 52%

시약·촉매·용매 2

HCID 6342Acetonitrile용매
HCID 8058
Hexane
용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-f1816915bdfa4db3a4e45f852bdba564
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08258306B2

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