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Triphenylphosphine dibromide → 5-(4-(bromomethyl)-5,6-dihydro-2H-pyran-3-yl)-1-isopropyl-1H-pyrazole

HRID 1770802
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반응식

HRID 1770802 반응식
[CH:1]([N:4]1[C:8]([C:9]2[CH2:14][O:13][CH2:12][CH2:11][C:10]=2[CH2:15]O)=[CH:7][CH:6]=[N:5]1)([CH3:3])[CH3:2].[Br:17]P(Br)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>C(Cl)Cl>[Br:17][CH2:15][C:10]1[CH2:11][CH2:12][O:13][CH2:14][C:9]=1[C:8]1[N:4]([CH:1]([CH3:3])[CH3:2])[N:5]=[CH:6][CH:7]=1
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참가 물질

4

반응물 2

HCID 70579Triphenylphosphine dibromideHCID 90408368(5-(1-isopropyl-1H-pyrazol-5-yl)-3,6-dihydro-2H-pyran-4-yl)methanol

생성물 1

HCID 904080795-(4-(bromomethyl)-5,6-dihydro-2H-pyran-3-yl)-1-isopropyl-1H-pyrazole수율 93.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of (5-(1-isopropyl-1H-pyrazol-5-yl)-3,6-dihydro-2H-pyran-4-yl)methanol (300 mg, 1.35 mmol) in DCM (5 mL) was added dibromotriphenylphosphorane (630 mg, 1.35 mmol) at room temperature, after stirring for 30 min, it was diluted with DCM, organic layer was washed with Sat. NaHCO3, brine, dried and concentrated to give crude product, which was purified by column (Hexanes/EtOAc=4:1) to give 5-(4-(bromomethyl)-5,6-dihydro-2H-pyran-3-yl)-1-isopropyl-1H-pyrazole (360 mg).

후처리

  1. washwas washed with Sat. NaHCO3, brine
  2. customdried
  3. concentrationconcentrated
  4. customto give crude product, which
  5. customwas purified by column (Hexanes/EtOAc=4:1)

출처 및 근거

ORD 기록
ord-d6d54745e3704dcabb39ad12cc46702d
출처 데이터셋
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09248199B2

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