Hydrochloric Acid → HCID 67199474, 화합물

HRID 547280노트

반응식

HRID 547280 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]([CH3:11])[C:9]#[N:10])[CH:5]=[CH:6][CH:7]=1.N1C=CC=CC=1.[CH3:18][O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1B(O)O.Cl>C(Cl)Cl>[CH3:18][O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[O:1][C:2]1[CH:3]=[C:4]([CH:8]([CH3:11])[C:9]#[N:10])[CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 27339582-Methoxyphenylboronic acidHCID 22615934891657-51-5

생성물 1

HCID 67199474HCID 67199474, 화합물수율 85%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-(3-hydroxyphenyl)propionitrile (0.118 g, 0.80 mmol), prepared as above described, in dry CH2Cl2 (6 mL were sequentially added, molecular sieves (4 Å), CuOAc (0.145 mg, 0.80 mmol) and pyridine (0.33 mL, 4.0 mmol). After stirring 20 min commercial 2-methoxyphenylboronic acid (0.243 g 1.60 mmol) was added. The reaction mixture was stirred overnight at room temperature. The reaction mixture was cooled to 0° C., 0.5N HCl added and the organic phase washed (3×10 mL) with 0.5N HCl. After drying over Na2SO4 and solvent evaporation under reduced pressure a residue was obtained that, after flash chromatography (eluent mixture n-hexane/EtOAc 9:1), afforded 2-{3-[(2-methoxy)phenoxy)phenyl]propionitrile as pale yellow oil (0.172 g, 0.68 mmol). Yield 85%.

후처리

  1. additionwere sequentially added
  2. additionwas added
  3. temperatureThe reaction mixture was cooled to 0° C.
  4. washthe organic phase washed (3×10 mL) with 0.5N HCl
  5. dry with materialAfter drying over Na2SO4 and solvent evaporation under reduced pressure a residue
  6. customwas obtained that, after flash chromatography (eluent mixture n-hexane/EtOAc 9:1)

출처 및 근거

ORD 기록
ord-83577a915412462c9f341cbb2bf92bf5
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07939521B2

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