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Diethyl Ether → 8-Bromo-3,7-dimethyl-octa-2,4,6-trien-1-oic acid ethyl ester

HRID 127753
ノート
印刷プレビュー

反応式

HRID 127753 の反応式
[CH2:1]([O:3][C:4](=[O:15])[CH:5]=[C:6]([CH3:14])[CH:7]=[CH:8][CH:9]=[C:10]([CH3:13])[CH2:11]O)[CH3:2].CCOCC.P(Br)(Br)[Br:22]>N1C=CC=CC=1.CCCCCC>[CH2:1]([O:3][C:4](=[O:15])[CH:5]=[C:6]([CH3:14])[CH:7]=[CH:8][CH:9]=[C:10]([CH3:13])[CH2:11][Br:22])[CH3:2]
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

6

反応物 3

HCID 3283Diethyl EtherHCID 24614Phosphorus tribromideHCID 539260748-Hydroxy-3,7-dimethyl-octa-2,4,6-trien-1-oic acid ethyl ester

生成物 1

HCID 536327178-Bromo-3,7-dimethyl-octa-2,4,6-trien-1-oic acid ethyl ester

試薬・触媒・溶媒 2

HCID 1049Pyridine触媒HCID 8058Hexane溶媒

反応条件

温度
0 °C

実験手順

36.5 G. of 8-hydroxy-3,7-dimethyl-octa-2,4,6-trien-1-oic acid ethyl ester are dissolved in 380 ml. of ether. The solution is cooled to 0° C., and after the addition of 3 drops of pyridine treated dropwise with 28.6 g. of phosphorous tribromide in 120 ml. of hexane. The mixture is stirred for 20 minutes at 0° C., then poured onto ice water and extracted with ether. The ether extract is washed successively with water, a saturated aqueous sodium bicarbonate solution and again with water, dried over sodium sulfate and evaporated. There is obtained 8-bromo-3,7-dimethyl-octa-2,4,6-trien-1-oic acid ethyl ester.

後処理

  1. additiontreated dropwise with 28.6 g
  2. additionpoured onto ice water
  3. extractionextracted with ether
  4. extractionThe ether extract
  5. washis washed successively with water
  6. dry with materiala saturated aqueous sodium bicarbonate solution and again with water, dried over sodium sulfate
  7. customevaporated

出典と根拠

ORDレコード
ord-174154e912584fe19b788ef2a3c21a98
出典データセット
uspto-grants-1981_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04256878

反応ノート

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