Dimethylformamide → (Z)-8-bromo-5-chloro-2,3-dihydrobenzo[b]oxepine-4-carbaldehyde

HRID 707802ノート

反応式

HRID 707802 の反応式
P(Cl)(Cl)([Cl:3])=O.[Br:6][C:7]1[CH:8]=[CH:9][C:10]2[C:16](=O)[CH2:15][CH2:14][CH2:13][O:12][C:11]=2[CH:18]=1.CN([CH:22]=[O:23])C>>[Br:6][C:7]1[CH:8]=[CH:9][C:10]2=[C:11]([CH:18]=1)[O:12][CH2:13][CH2:14][C:15]([CH:22]=[O:23])=[C:16]2[Cl:3]

参加物

4

反応物 3

HCID 6228Dimethylformamide2 回HCID 24813Phosphorus oxychloride2 回HCID 103770258-Bromo-3,4-dihydrobenzo[b]oxepin-5(2H)-one

生成物 1

HCID 57900258(Z)-8-bromo-5-chloro-2,3-dihydrobenzo[b]oxepine-4-carbaldehyde

実験手順

Phosphorus oxychloride, POCl3 (1.88 mL, 20.8 mmol) was added dropwise to DMF (5 mL) at 0° C. After 30 min a solution of 8-bromo-3,4-dihydrobenzo[b]oxepin-5(2H)-one (2.0 g, 8.3 mmol) in 8 mL DMF was added dropwise. The reaction mixture was allowed to reach room temperature to stir 2 hr, then poured slowly over rapidly stirred ice water. The aqueous phase was extracted with ethylacetate and the combined organics were washed with brine, dried over sodium sulfate and concentrated to give (Z)-8-bromo-5-chloro-2,3-dihydrobenzo[b]oxepine-4-carbaldehyde.

後処理

  1. customto reach room temperature
  2. extractionThe aqueous phase was extracted with ethylacetate
  3. washthe combined organics were washed with brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-93d082013d2547f8b022fbf5fca5397c
出典データセット
uspto-grants-2015_11
特許番号
US09175009B2

反応ノート

読み込み中…