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

HRID 707802노트

반응식

HRID 707802 반응식
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]

참가 물질

4

반응물 3

HCID 6228Dimethylformamide2회HCID 24813Phosphorus oxychloride2회HCID 103770258-Bromo-3,4-dihydrobenzo[b]oxepin-5(2H)-one

생성물 1

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

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-93d082013d2547f8b022fbf5fca5397c
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09175009B2

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