Potassium Carbonate → HCID 18455594、化合物

HRID 1966312ノート

反応式

HRID 1966312 の反応式
[CH3:1][C@H:2]1[O:7][C@@H:6]([CH3:8])[CH2:5][NH:4][CH2:3]1.[Br:9][C:10]1[C:17]([N+:18]([O-:20])=[O:19])=[CH:16][C:13]([CH:14]=[O:15])=[C:12](F)[CH:11]=1.C(=O)([O-])[O-].[K+].[K+].CC(OC)(C)C>C(#N)C>[Br:9][C:10]1[C:17]([N+:18]([O-:20])=[O:19])=[CH:16][C:13]([CH:14]=[O:15])=[C:12]([N:4]2[CH2:5][CH:6]([CH3:8])[O:7][CH:2]([CH3:1])[CH2:3]2)[CH:11]=1

参加物

6

反応物 4

HCID 11430Potassium CarbonateHCID 15413tert-Butyl methyl etherHCID 6415002,6-Dimethylmorpholine, cis-HCID 184555954-Bromo-2-fluoro-5-nitrobenzaldehyde

生成物 1

HCID 18455594HCID 18455594、化合物収率 63.6%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A solution of cis-2,6-dimethylmorpholine (1.06 g, 9.20 mmol) in acetonitrile (40 mL) is added to a flask containing 4-bromo-2-fluoro-5-nitrobenzaldehyde (from Step 1) (2.0 g, 8.06 mmol) and potassium carbonate (3.92 g, 28.4 mmol). The resulting slurry is stirred at room temperature for 63 hours. The mixture is poured into MTBE (100 mL) and is washed with water (100 mL) followed by brine (100 mL). The organics are filtered through silica gel and concentrated to give 1.76 g of bright yellow solid. 1H NMR (DMSO-d6) δ 9.93, 8.44, 7.53, 3.74-3.81, 3.48, 2.78, 1.12.

後処理

  1. washis washed with water (100 mL)
  2. filtrationThe organics are filtered through silica gel
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-879672e9785b48c9ad9a43d70672da90
出典データセット
uspto-grants-2013_04
特許番号
US08420646B2

反応ノート

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