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Tributyltin Chloride → TRIBUTYL(4-METHOXYPHENYL)STANNANE

HRID 571437
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HRID 571437 반응식
[CH2:1]([Sn:5](Cl)([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4].[CH3:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([Mg]Br)=[CH:19][CH:18]=1>C1COCC1>[CH3:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([Sn:5]([CH2:6][CH2:7][CH2:8][CH3:9])([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:1][CH2:2][CH2:3][CH3:4])=[CH:19][CH:18]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 15096Tributyltin ChlorideHCID 178491912HCID 178491912, 화합물

생성물 1

HCID 2762547TRIBUTYL(4-METHOXYPHENYL)STANNANE수율 80.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

To tributyltin chloride (652 mg, 2.00 mmol, 1.00 equiv) in THF (2 mL) at 23° C. was added 4-methoxyphenylmagnesium bromide (0.50 M in THF, 8.0 mL, 4.0 mmol, 2.0 equiv). After stirring for 1.0 hr at 60° C., the reaction mixture was cooled to 0° C. and quenched with saturated aqueous NH4Cl (10 mL), and Et2O (10 mL) was added. The phases were separated and the aqueous phase was extracted with Et2O (2×10 mL). The combined organic phases were washed with brine (10 mL) and dried (Na2SO4). The filtrate was concentrated in vacuo and the residue was purified by fractional distillation to afford 637 mg of the title compound as a colorless oil (80% yield).

후처리

  1. temperaturethe reaction mixture was cooled to 0° C.
  2. customquenched with saturated aqueous NH4Cl (10 mL), and Et2O (10 mL)
  3. additionwas added
  4. customThe phases were separated
  5. extractionthe aqueous phase was extracted with Et2O (2×10 mL)
  6. washThe combined organic phases were washed with brine (10 mL)
  7. dry with materialdried (Na2SO4)
  8. concentrationThe filtrate was concentrated in vacuo
  9. distillationthe residue was purified by fractional distillation

출처 및 근거

ORD 기록
ord-35f2ab8166e645d58d780cb2a677545c
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09024093B2

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