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(4-Carboxybutyl)triphenylphosphonium bromide → HCID 21427638, 화합물

HRID 437986
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HRID 437986 반응식
[Br-].[C:2]([CH2:5][CH2:6][CH2:7][CH2:8][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([OH:4])=[O:3].[Na].O[CH:30]1[CH2:39][C:38]2[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH2:32][O:31]1>CS(C)=O>[OH:31][CH2:32][C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][C:38]=1/[CH:39]=[CH:30]/[CH2:8][CH2:7][CH2:6][CH2:5][C:2]([OH:4])=[O:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 161236(4-Carboxybutyl)triphenylphosphonium bromideHCID 5360545SodiumHCID 12281253Isochroman-3-ol

생성물 1

HCID 21427638HCID 21427638, 화합물

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매3회

실험 절차

To a solution of 60.2 g. of 4-carboxybutyltriphenylphosphonium bromide in 200 ml. of dimethylsulfoxide is added a solution of the sodium salt of dimethylsulfoxide. The solution is stirred for one hour and 6.8 g. of 3-hydroxyisochromane in 25 ml. of dimethylsulfoxide is added. The solution is stirred at room temperature for 40 hours and then poured into 1200 ml. of ice water and filtered. The filtrate is washed with ether-ethyl acetate (1:1) and acidified to pH2 with oxalic acid. The mixture is again filtered and the filtrate is extracted with ether-pentane (2:1). The extract is washed with brine, dried, concentrated, and the solid recrystallized from toluene to yield 7-(2-hydroxymethylphenyl)trans-6-heptenoic acid as white crystals having a melting point of 92°-94.5° C.

후처리

  1. stirringThe solution is stirred at room temperature for 40 hours
  2. additionpoured into 1200 ml
  3. filtrationof ice water and filtered
  4. washThe filtrate is washed with ether-ethyl acetate (1:1)
  5. filtrationThe mixture is again filtered
  6. extractionthe filtrate is extracted with ether-pentane (2:1)
  7. washThe extract is washed with brine
  8. customdried
  9. concentrationconcentrated
  10. customthe solid recrystallized from toluene

출처 및 근거

ORD 기록
ord-1cef363f2b4f4bc9a86d5dd2fca52bc4
출처 데이터셋
uspto-grants-1977_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04032656

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