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Hydrochloric Acid → HCID 20137673、化合物

HRID 1252844
ノート
印刷プレビュー

反応式

HRID 1252844 の反応式
[CH2:1]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]#[N:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].C([Li])CCC.[C:22](OCC)(=[O:24])[CH3:23].Cl>O1CCCC1.CCCCCC.O>[C:22]([CH:14]([CH2:13][CH2:12][CH2:11][O:10][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])[C:15]#[N:16])(=[O:24])[CH3:23]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 20137668HCID 20137668、化合物HCID 178418339Butyllithium

生成物 1

HCID 20137673HCID 20137673、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒2 回
HCID 8028
Tetrahydrofuran
溶媒
2 回
HCID 8058Hexane溶媒

反応条件

温度
-60 °C

実験手順

35.0 g (156 millimoles) of 5-(n-nonyloxy)-valeronitrile in 500 ml of absolute tetrahydrofuran are initially taken, in the absence of water and under an inert gas atmosphere, and the mixture is cooled to -60° C. 162 millimoles of n-butyl-lithium in n-hexane are slowly added to the stirred mixture, which is then left for 4 hours at -60° C. A solution of 13.1 g (155 millimoles) of dry ethyl acetate in tetrahydrofuran is then added dropwise, stirring is continued for 3 hours at -60° C., and the mixture is allowed to warm up slowly to room temperature. First water and then 2N hydrochloric acid are added while cooling with ice, until the pH of the solution reaches 4. The organic phase which separates out is isolated, washed with water, dried and evaporated down. The oil which remains (41 g; 99%) is more than 90% pure according to gas chromatography, and can be reacted without further purification.

後処理

  1. waitis continued for 3 hours at -60° C.
  2. temperatureto warm up slowly to room temperature
  3. temperaturewhile cooling with ice, until the pH of the solution
  4. customThe organic phase which separates out is isolated
  5. washwashed with water
  6. customdried
  7. customevaporated down
  8. customcan be reacted without further purification

出典と根拠

ORDレコード
ord-25f57552c1bb430eb838e9416117862d
出典データセット
uspto-grants-1988_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
USRE032676

反応ノート

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