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Potassium Carbonate → HCID 67995893, 화합물

HRID 1615111
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HRID 1615111 반응식
Cl[CH2:2][CH2:3][C:4]([OH:11])([CH2:8][CH:9]=[CH2:10])[CH2:5][CH:6]=[CH2:7].[Br:12][C:13]1[CH:18]=[CH:17][C:16]([C@@H:19]([NH2:21])[CH3:20])=[CH:15][CH:14]=1.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[Br:12][C:13]1[CH:18]=[CH:17][C:16]([C@@H:19]([NH:21][CH2:2][CH2:3][C:4]([OH:11])([CH2:8][CH:9]=[CH2:10])[CH2:5][CH:6]=[CH2:7])[CH3:20])=[CH:15][CH:14]=1
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 641053HCID 641053, 화합물HCID 852999(alphaS)-4-Bromo-alpha-methylbenzenemethanamine

생성물 1

HCID 67995893HCID 67995893, 화합물

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 4-(2-chloro-ethyl)-hepta-1,6-dien-4-ol (7.87 g), (S)-1-(4-bromo-phenyl)-ethylamine (13.52 g), K2CO3 (9.34 g), KI (8.23 g), and acetonitrile (150 mL) is stirred at reflux temperature overnight. After cooling to room temperature, the mixture is concentrated under reduced pressure and water is added to the residue. The resulting mixture is extracted with ethyl acetate (3×), and the combined extracts are washed with brine and dried (MgSO4). The solvent is evaporated and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 1:1→0:1) to afford the title compound as an oil. Yield: 8.36 g (55% of theory); Mass spectrum (ESI+): m/z=338/340 (Br) [M+H]+.

후처리

  1. temperatureat reflux temperature overnight
  2. concentrationthe mixture is concentrated under reduced pressure and water
  3. additionis added to the residue
  4. extractionThe resulting mixture is extracted with ethyl acetate (3×)
  5. washthe combined extracts are washed with brine
  6. dry with materialdried (MgSO4)
  7. customThe solvent is evaporated
  8. customthe residue is chromatographed on silica gel (cyclohexane/ethyl acetate 1:1→0:1)

출처 및 근거

ORD 기록
ord-b2641cd7cb9a449bbfa885b5c584fd7b
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08765744B2

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