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Epichlorohydrin → 2-[(2-Iodophenoxy)methyl]oxirane

HRID 978010
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HRID 978010 반응식
[H-].[Na+].[I:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10].[CH2:11]([CH:13]1[O:15][CH2:14]1)Cl>>[I:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[O:10][CH2:11][CH:13]1[CH2:14][O:15]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 7835EpichlorohydrinHCID 107842-IodophenolHCID 24758Sodium hydride

생성물 1

HCID 130640342-[(2-Iodophenoxy)methyl]oxirane수율 80%

반응 조건

온도
70 °C

실험 절차

To a round bottom flask under N2 was added 4.56 g (0.095 mole) of 50% NaH in oil. The NaH was washed twice with hexane, then 220 ml of DMF was added. Aliquots of 20.0 g (0.091 mole) of o-iodophenol were added over 15 minutes then 30.0 ml (0.450 mole) of epichlorohydrin was added and the solution heated to 70° C. After two hours the reaction was evaporated in vacuo, taken into CHCl3, washed with 10% NaOH, water, and brine and dried with MgSO4. The solvent was evaporated in vacuo to give 24.93 g of crude product. Distillation at 110°-114° C., 0.05 mm Hg gave 20.0 g (80.0%) of [(2-iodophenoxy)methyl]-oxirane.

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후처리

  1. washThe NaH was washed twice with hexane
  2. addition220 ml of DMF was added
  3. customAfter two hours the reaction was evaporated in vacuo
  4. washwashed with 10% NaOH, water, and brine
  5. dry with materialdried with MgSO4
  6. customThe solvent was evaporated in vacuo
  7. customto give 24.93 g of crude product
  8. distillationDistillation at 110°-114° C.

출처 및 근거

ORD 기록
ord-119ca8b07ba04154b85c712dbb9c0467
출처 데이터셋
uspto-grants-1987_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04663334

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