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

HRID 854867ノート

反応式

HRID 854867 の反応式
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]

参加物

5

反応物 3

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

生成物 1

HCID 105112462-Hydroxy-4-methoxy-3-methylbenzaldehyde収率 99%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-6dd9123059864af29f6a404503578d21
出典データセット
uspto-grants-2007_08
特許番号
US07259266B2

反応ノート

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