3-Ethylphenol → 4-Ethyl-2-hydroxybenzaldehyde

HRID 859630

反応式

HRID 859630 の反応式
C[O:2][CH:3](Cl)Cl.[CH2:6]([C:8]1[CH:9]=[C:10]([OH:14])[CH:11]=[CH:12][CH:13]=1)[CH3:7]>[Ti](Cl)(Cl)(Cl)Cl>[CH2:6]([C:8]1[CH:13]=[CH:12][C:11]([CH:10]=[O:14])=[C:3]([OH:2])[CH:9]=1)[CH3:7]

参加物

4

反応物 2

HCID 121013-EthylphenolHCID 21004Methane, dichloromethoxy-

生成物 1

HCID 102360174-Ethyl-2-hydroxybenzaldehyde収率 65.3%

試薬・触媒・溶媒 1

HCID 24193Titanium Tetrachloride触媒

実験手順

Titanium(IV) chloride (100 mL, 100 mmol, 1M in CH2Cl2) followed by dichloromethyl methyl ether (7.47 mL, 82.5 mmol) was added to a cooled 0° C. solution of 3-ethylphenol (6.11 g, 50 mmol). The reaction mixture was stirred for 45 mins. The mixture was poured into ice and extracted with EtOAc. The organic layers were washed with brine, dried over Na2SO4 and concentrated to a bright pink oil. Purification by flash column chromatography (0% to 10% EtOAc in hexanes) gave 4-ethyl-2-hydroxy-benzaldehyde (4.9 g, 65%) followed by 2-ethyl-4-hydroxy-benzaldehyde (1.32 g, 18%). A:

後処理

  1. additionThe mixture was poured into ice
  2. extractionextracted with EtOAc
  3. washThe organic layers were washed with brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated to a bright pink oil
  6. customPurification by flash column chromatography (0% to 10% EtOAc in hexanes)

出典と根拠

ORDレコード
ord-ca05cc5dc4a9443b8cc8728d67940992
出典データセット
uspto-grants-2006_12
特許番号
US07151105B2

関連ノート

読み込み中…