Hydrochloric Acid → 2-Hydroxy-4-methoxy-3-methylbenzaldehyde

HRID 854867노트

반응식

HRID 854867 반응식
C[O:2][C:3]1[C:10]([CH3:11])=[C:9]([O:12][CH3:13])[CH:8]=[CH:7][C:4]=1[CH:5]=[O:6].[Cl-].[Be+2].[Cl-].Cl>C1(C)C=CC=CC=1>[OH:2][C:3]1[C:10]([CH3:11])=[C:9]([O:12][CH3:13])[CH:8]=[CH:7][C:4]=1[CH:5]=[O:6]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 24588Beryllium ChlorideHCID 2516932,4-Dimethoxy-3-methylbenzaldehyde

생성물 1

HCID 105112462-Hydroxy-4-methoxy-3-methylbenzaldehyde수율 99%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of 2,4-dimethoxy 3-methyl benzaldehyde (3.75 g, 20.8 mmole) and beryllium chloride (5.0 g, 62.5 mmole) in anhydrous toluene (50 mL) was heated to reflux for 3.5 hour. The solvent was evaporated under reduced pressure to yield an orange residue, which was treated with 2 N HCl. The compound was extracted with methylene chloride and the organic layer was dried over anhydrous MgSO4. The filtrate was evaporated and dried in vacuo to give an orange solid (3.4 g, 99%): LCMS m/z 168.05 (M+H). 1H NMR (CDCl3/300 MHz) 11.45 (s, 1H), 9.72 (s, 1H), 7.37 (d, 1H, J=8.7 Hz), 6.57 (d, 1H, J=8.7 Hz), 3.92 (s, 3H), 2.10 (s, 3H).

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 3.5 hour
  3. customThe solvent was evaporated under reduced pressure
  4. customto yield an orange residue, which
  5. extractionThe compound was extracted with methylene chloride
  6. dry with materialthe organic layer was dried over anhydrous MgSO4
  7. customThe filtrate was evaporated
  8. customdried in vacuo

출처 및 근거

ORD 기록
ord-6dd9123059864af29f6a404503578d21
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07259266B2

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