4-Hydroxybenzaldehyde → 4-(Decyloxy)benzaldehyde

HRID 550960

反応式

HRID 550960 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].I[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26].O>CN(C=O)C>[CH2:17]([O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]

参加物

6

反応物 4

HCID 1264-HydroxybenzaldehydeHCID 962WaterHCID 11430Potassium CarbonateHCID 163141-Iododecane

生成物 1

HCID 1410684-(Decyloxy)benzaldehyde収率 97.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 4-hydroxybenzaldehyde (732 mg, 6 mmol) in anhydrous DMF (13 ml), under nitrogen atmosphere, K2CO3 (1658 mg, 12 mmol), and, after 10 minutes, iododecane (1785 mg, 7.2 mmol) were added. The mixture was heated to reflux for 3 hours, then water was added and the product was extracted with CH2Cl2. The organic layers were washed with water and with NaCl saturated solution, dried with Na2SO4. After evaporation of the solvent, the crude product was purified by chromatography on silica gel (Petroleum ether/Ethyl acetate 11/1) and 1530 mg (yield 97%) of the pure product of the title were obtained.

後処理

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 3 hours
  3. extractionthe product was extracted with CH2Cl2
  4. washThe organic layers were washed with water and with NaCl saturated solution
  5. dry with materialdried with Na2SO4
  6. customAfter evaporation of the solvent

出典と根拠

ORDレコード
ord-5622910040e14b06866c53bd5c3df00f
出典データセット
uspto-grants-2011_05
特許番号
US07947674B2

関連ノート

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