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

HRID 127753
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인쇄 미리보기

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HRID 127753 반응식
[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]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 1049Pyridine촉매HCID 8058Hexane
용매

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-174154e912584fe19b788ef2a3c21a98
출처 데이터셋
uspto-grants-1981_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04256878

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