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

HRID 1498056노트

반응식

HRID 1498056 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 8 (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-b3b1e821440e4252b27fac4af9fd2bf4
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09198918B2

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