Chlorotrimethylgermane → 2-(4-Trimethylgermylphenyl)-2-methyl-1,3-dioxolane

HRID 613161

反応式

HRID 613161 の反応式
[Mg].[CH3:2][Ge:3](Cl)([CH3:5])[CH3:4].Br[C:8]1[CH:13]=[CH:12][C:11]([C:14]2([CH3:19])[O:18][CH2:17][CH2:16][O:15]2)=[CH:10][CH:9]=1>O1CCCC1>[CH3:2][Ge:3]([CH3:5])([CH3:4])[C:8]1[CH:13]=[CH:12][C:11]([C:14]2([CH3:19])[O:18][CH2:17][CH2:16][O:15]2)=[CH:10][CH:9]=1

参加物

5

反応物 3

HCID 73723ChlorotrimethylgermaneHCID 6149202-(4-Bromophenyl)-2-methyl-1,3-dioxolaneHCID 5462224Magnesium

生成物 1

HCID 146056512-(4-Trimethylgermylphenyl)-2-methyl-1,3-dioxolane収率 46.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a mixture of 108 mg (4.44 mmol) of magnesium and 766 mg (5.00 mmol) of trimethylgermyl chloride was added a solution of 972 mg (4.00 mmol) of 2-(4-bromophenyl)-2-methyl-1,3-dioxolane in 12 ml of dry tetrahydrofuran (THF) at 40° C. with stirring. The mixture was refluxed for 1.5 hours and stirred at room temperature overnight. An insoluble substance was filtered off and washed with ether. The filtrate and washings were mixed and evaporated. The residue was purified by column chromatography on silica gel [eluent: petroleum ether-methylene chloride (2:1-1:2)] and recrystallized from petroleum ether to give 524 mg of white prisms, m.p. 63.5°-65° C.

後処理

  1. temperatureThe mixture was refluxed for 1.5 hours
  2. stirringstirred at room temperature overnight
  3. filtrationAn insoluble substance was filtered off
  4. washwashed with ether
  5. additionThe filtrate and washings were mixed
  6. customevaporated
  7. customThe residue was purified by column chromatography on silica gel [eluent: petroleum ether-methylene chloride (2:1-1:2)]
  8. customrecrystallized from petroleum ether

出典と根拠

ORDレコード
ord-52d40f97a4844656a56177e0f4835b00
出典データセット
uspto-grants-1999_12
特許番号
USRE036477

関連ノート

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