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Boron tribromide → 5-Formyl-5,6,7,8-tetrahydronaphthalene-1-carbonitrile

HRID 1466022
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인쇄 미리보기

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HRID 1466022 반응식
C[O:2][CH:3]=[C:4]1[CH2:13][CH2:12][CH2:11][C:10]2[C:9]([C:14]#[N:15])=[CH:8][CH:7]=[CH:6][C:5]1=2.B(Br)(Br)Br>C(Cl)Cl>[CH:3]([CH:4]1[CH2:13][CH2:12][CH2:11][C:10]2[C:9]([C:14]#[N:15])=[CH:8][CH:7]=[CH:6][C:5]1=2)=[O:2]
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참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 1175993315-(Methoxymethylene)-5,6,7,8-tetrahydronaphthalene-1-carbonitrile

생성물 1

HCID 772306645-Formyl-5,6,7,8-tetrahydronaphthalene-1-carbonitrile

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 5-(methoxymethylene)-5,6,7,8-tetrahydronaphthalene-1-carbonitrile (320 mg, 1.61 mmol) in DCM (7 mL) was added BBr3 (1.2 g, 4.8 mmol) dropwise at −78° C. under N2, then the mixture was stirred at this temperature for 3 h. It was poured into ice-saturated NaHCO3 solution, and extracted with DCM. The organic layer was washed with brine and dried over Na2SO4. The solvent was removed in vacuo to give crude title compound, which was used for next step.

후처리

  1. additionIt was poured into ice-saturated NaHCO3 solution
  2. extractionextracted with DCM
  3. washThe organic layer was washed with brine
  4. dry with materialdried over Na2SO4
  5. customThe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-4c5b7f83f37a49f7a01309ba088307a8
출처 데이터셋
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08999990B2

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