4-Hydroxybenzaldehyde → HCID 10242087、化合物

HRID 629132

反応式

HRID 629132 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.Cl[CH2:11][CH2:12][C:13]([CH3:16])([CH3:15])[CH3:14].[I-].[Na+].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[CH3:14][C:13]([CH3:16])([CH3:15])[CH2:12][CH2:11][O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 1264-HydroxybenzaldehydeHCID 5238Sodium IodideHCID 10796Cesium carbonateHCID 761111-Chloro-3,3-dimethylbutane

生成物 1

HCID 10242087HCID 10242087、化合物収率 78%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

A suspension of 4-hydroxybenzaldehyde (200 mg, 1.64 mmol), 1-chloro-3,3-dimethylbutane (395 mg, 1.97 mmol), sodium iodide (24 mg, 0.16 mmol), and cesium carbonate (800 mg, 2.46 mmol) in anhydrous dimethylformamide (5 mL) was stirred at 80° C. overnight. After cooling to room temperature, solids were filtered and washed with ether. The filtrate was washed with 2 N sodium hydroxide (2×20 mL), water (20 mL), and brine (20 mL), dried over magnesium sulfate, filtered, and concentrated to give 4-(3,3-dimethylbutoxyl)benzaldehyde (262 mg, 78% crude) as a pale yellow oil that was used without further purification or characterization.

後処理

  1. temperatureAfter cooling to room temperature
  2. filtrationsolids were filtered
  3. washwashed with ether
  4. washThe filtrate was washed with 2 N sodium hydroxide (2×20 mL), water (20 mL), and brine (20 mL)
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-23997737ec954abd986e8cd86c56a09a
出典データセット
uspto-grants-2016_04
特許番号
US09315495B2

関連ノート

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