HCID 13502752、化合物 → 2,2-Dimethyl-3-[(3-phenoxyphenyl)methoxy]propanal

HRID 1194028ノート

反応式

HRID 1194028 の反応式
[CH3:1][C:2]([CH3:21])([CH2:5][O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:9]=1)[CH2:3][OH:4].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>ClCCl.C(OCC)C>[CH3:1][C:2]([CH3:21])([CH2:5][O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:9]=1)[CH:3]=[O:4]

参加物

5

反応物 2

HCID 13502752HCID 13502752、化合物HCID 178418287HCID 178418287、化合物

生成物 1

HCID 138494092,2-Dimethyl-3-[(3-phenoxyphenyl)methoxy]propanal収率 48.3%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
25 °C

実験手順

A solution of 2,2-dimethyl-3-(3-phenoxybenzyloxy)-propan-1-ol (15 g) in dry dichloromethane (50 cm3) was added dropwise to a stirred suspension of pyridinium chlorochromate (18.75 g) in dichloromethane (100 cm3) whilst the reaction temperature was maintained within the range 0°-5° C. When the addition was complete, the mixture was allowed to warm to the ambient temperature (ca. 25° C.) over a period of 2 hours. After the reaction mixture had been diluted with diethyl ether, the ethereal layer was decanted and filtered through celite. The solvent was removed by evaporation and the residual oil purified by column chromatography using a silica gel column and eluting with dichloromethane as eluent, to yield 2,2-dimethyl-3-(3-phenoxybenzyloxy)propane-1-al (7.2 g) as an orange oil.

後処理

  1. temperaturewas maintained within the range 0°-5° C
  2. additionWhen the addition
  3. customthe ethereal layer was decanted
  4. filtrationfiltered through celite
  5. customThe solvent was removed by evaporation
  6. customthe residual oil purified by column chromatography
  7. washeluting with dichloromethane as eluent

出典と根拠

ORDレコード
ord-c12db069c8804b8090c58e7479c72755
出典データセット
uspto-grants-1989_03
特許番号
US04812483

反応ノート

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