Chlorobenzene → Heptylbenzene

HRID 13894

反応式

HRID 13894 の反応式
O1CCCC1.[CH2:6]([Mg]Cl)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].Cl[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[Cl-].[NH4+]>[Cl-].[Zn+2].[Cl-].C1(C)C=CC=CC=1.CN1CCCC1=O>[C:16]1([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

参加物

8

反応物 4

HCID 7964ChlorobenzeneHCID 8028TetrahydrofuranHCID 25517Ammonium ChlorideHCID 178443917HCID 178443917、化合物

生成物 1

HCID 14115Heptylbenzene

試薬・触媒・溶媒 3

HCID 3007855Zincchloride触媒HCID 1140Toluene溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

A 50-ml four-necked flask was equipped with a stirrer, a thermometer, a dropping funnel and a reflux condenser. 1.090 g (8 mmol) of zinc chloride and 4 ml of N-methylpyrrolidinone were weighed in the flask. The flask was purged with argon, followed by stirring. 3.5 ml (7 mmol) of 2M tetrahydrofuran solution of n-heptylmagnesium chloride was added dropwise at 25° C. over a period of 30 minutes, followed by stirring at 25° C. for 30 minutes. The reaction liquid previously obtained was added, followed by stirring at 25° C. for 30 minutes. Further, 0.558 g (5 mmol) of chlorobenzene was added, followed by stirring at 120° C. for 16 hours. After the completion of the reaction, 10 ml of toluene and 10 ml of saturated aqueous ammonium chloride solution were added, followed by separation. The organic phase was purified by column chromatography to afford 0.688 g of 1-phenylheptane (yield: 78 mol % based on chlorobenzene). The identification of the product was made by mass spectroscopy.

後処理

  1. customA 50-ml four-necked flask was equipped with a stirrer
  2. customThe flask was purged with argon
  3. stirringby stirring at 25° C. for 30 minutes
  4. customThe reaction liquid
  5. custompreviously obtained
  6. additionwas added
  7. stirringby stirring at 25° C. for 30 minutes
  8. stirringby stirring at 120° C. for 16 hours
  9. additionwere added
  10. customfollowed by separation
  11. customThe organic phase was purified by column chromatography

出典と根拠

ORDレコード
ord-19b373f44095458b882fa7b309cd94ff
出典データセット
uspto-grants-2010_06
特許番号
US07728176B2

関連ノート

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