Water → 3,3',5,5'-Tetramethyl-1,1'-biadamantane

HRID 41286

反応式

HRID 41286 の反応式
[Na].Br[C:3]12[CH2:12][C:7]3([CH3:13])[CH2:8][CH:9]([CH2:11][C:5]([CH3:14])([CH2:6]3)[CH2:4]1)[CH2:10]2.O>CCCCCCCC>[CH3:9][C:3]12[CH2:10][CH:9]3[CH2:8][C:7]([CH3:13])([CH2:6][C:5]([C:14]45[CH2:14][C:5]6([CH3:11])[CH2:4][CH:3]([CH2:12][C:7]([CH3:13])([CH2:6]6)[CH2:8]4)[CH2:10]5)([CH2:11]3)[CH2:4]1)[CH2:12]2

参加物

5

反応物 3

HCID 962WaterHCID 983171-Bromo-3,5-dimethyladamantaneHCID 5360545Sodium

生成物 1

HCID 235969703,3',5,5'-Tetramethyl-1,1'-biadamantane収率 159.6%

試薬・触媒・溶媒 1

HCID 356Octane溶媒2 回

反応条件

温度
0 °C

実験手順

A four-neck 1000 ml flask provided with a thermometer, stirrer, and reflux tube was charged with metal sodium 14 g (0.6 mol) and n-octane 600 ml and was cooled to an inside temperature of 0° C. While vigorously stirring, 1-bromo-3,5-dimethyl adamantane 73.0 g (0.3 mol) previously dissolved in n-octane 300 ml was gradually added dropwise. While dropping, the inside temperature was kept at 0° C. to 5° C. After the end of the dropwise addition, when the temperature no longer rose, the reaction was continued for 1 hour. After that, the reactant was poured into cold water 1500 ml, then the crude product was separated by filtration, rinsed with pure water, and dried. Further, the crude product was recrystallized by hot hexane. The obtained recrystallized product was dried under reduced pressure to obtain the product 78.2 g.

後処理

  1. customA four-neck 1000 ml flask provided with a thermometer, stirrer
  2. temperaturereflux tube
  3. additionwas gradually added dropwise
  4. customwas kept at 0° C. to 5° C
  5. additionAfter the end of the dropwise addition, when the temperature
  6. customthe crude product was separated by filtration
  7. washrinsed with pure water
  8. customdried
  9. customFurther, the crude product was recrystallized by hot hexane
  10. customThe obtained recrystallized product
  11. customwas dried under reduced pressure

出典と根拠

ORDレコード
ord-29504958b2a54a12b5bf7be1d21503ea
出典データセット
uspto-grants-2013_09
特許番号
US08530596B2

関連ノート

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