Water → 5-Chloro-2,3-dihydroxybenzaldehyde

HRID 749432

반응식

HRID 749432 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([O:11]C)[C:5]([OH:10])=[C:6]([CH:9]=1)[CH:7]=[O:8].O>Br>[Cl:1][C:2]1[CH:3]=[C:4]([OH:11])[C:5]([OH:10])=[C:6]([CH:9]=1)[CH:7]=[O:8]

참가 물질

4

반응물 2

HCID 962WaterHCID 51510865-Chloro-2-hydroxy-3-methoxybenzaldehyde

생성물 1

HCID 219248625-Chloro-2,3-dihydroxybenzaldehyde수율 32.5%

시약·촉매·용매 1

HCID 260Hydrogen Bromide용매

실험 절차

5-Chloro-2-hydroxy-3-methoxy-benzaldehyde (see J. Org. Chem. 56; 1991; 5451; 20.0 g, 107 mmol) was suspended in hydrobromic acid (100 mL of 47% in water). The mixture was refluxed for 6 h and then cooled to room temperature before dilution with water (300 mL). The formed precipitate was collected by filtration and then washed with water. After air drying, the solid material was purified by soaking with CH2Cl2 (4×150 mL). There was obtained 6.0 g (32%) of 5-chloro-2,3-dihydroxybenzaldehyde as a solid. 1H NMR (300 MHz, CDCl3): 5.7 (s, 1H), 7.1 (d, 1H), 7.2 (d, 1H), 9.8 (s, 1H), 11.0 (s, 1H).

후처리

  1. temperatureThe mixture was refluxed for 6 h
  2. filtrationThe formed precipitate was collected by filtration
  3. washwashed with water
  4. customAfter air drying
  5. customthe solid material was purified

출처 및 근거

ORD 기록
ord-06596c0af36c409eb8256a89b15ca4b6
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07402581B2

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