Water → 1,3-Cyclopentadiene, octyl-

HRID 1383696

反応式

HRID 1383696 の反応式
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[CH-:10]1[CH:14]=[CH:13][CH:12]=[CH:11]1.[Na+].O.C(OCC)C>O1CCCC1>[CH2:2]([C:14]1[CH2:13][CH:12]=[CH:11][CH:10]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

参加物

6

反応物 4

HCID 962WaterHCID 3283Diethyl EtherHCID 81401-BromooctaneHCID 78681Sodium, 2,4-cyclopentadien-1-yl-

生成物 1

HCID 5281701,3-Cyclopentadiene, octyl-収率 79%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Under a high purity nitrogen atmosphere, 5.8 ml (30 mmol) of 1-bromooctane was introduced into a Schlenck flask and 50 ml of tetrahydrofuran (THF) was added thereto. To the resulting mixture, 18 ml of 2N sodium cyclopentadienide in THF was added at 0° C. The resultant was stirred for 5 hours at room temperature, 100 ml of water and 100 ml of diethyl ether were added thereto, followed by agitation. The diethyl ether layer was dried over anhydrous magnesium sulfate. After filtering magnesium sulfate, the organic solvent was distilled off under a reduced pressure and the residue was subjected to silica gel column chromatography (eluent:hexane) to obtain 4.21 g of n-octylcyclopentadiene (yield: 79%).

後処理

  1. additionwas added
  2. dry with materialThe diethyl ether layer was dried over anhydrous magnesium sulfate
  3. filtrationAfter filtering magnesium sulfate
  4. distillationthe organic solvent was distilled off under a reduced pressure

出典と根拠

ORDレコード
ord-d425dc7d3c004fe48575805f4eb968c1
出典データセット
uspto-grants-2001_07
特許番号
US06255417B1

関連ノート

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