Hydrochloric Acid → HCID 67199474、化合物

HRID 547280ノート

反応式

HRID 547280 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 67199474HCID 67199474、化合物収率 85%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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%.

後処理

  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)

出典と根拠

ORDレコード
ord-83577a915412462c9f341cbb2bf92bf5
出典データセット
uspto-grants-2011_05
特許番号
US07939521B2

反応ノート

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