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Carbon tetrabromide → 4-bromomethyl-1-methyl-5-(oxetan-3-yloxy)-3-trifluoromethyl-1H-pyrazole

HRID 1192946
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HRID 1192946 반응식
[CH3:1][N:2]1[C:6]([O:7][CH:8]2[CH2:11][O:10][CH2:9]2)=[C:5]([CH2:12]O)[C:4]([C:14]([F:17])([F:16])[F:15])=[N:3]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:38]>ClCCl>[Br:38][CH2:12][C:5]1[C:4]([C:14]([F:17])([F:16])[F:15])=[N:3][N:2]([CH3:1])[C:6]=1[O:7][CH:8]1[CH2:11][O:10][CH2:9]1
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참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 59739609[1-methyl-5-(oxetan-3-yloxy)-3-trifluoromethyl-1H-pyrazol-4-yl]-methanol

생성물 1

HCID 597396184-bromomethyl-1-methyl-5-(oxetan-3-yloxy)-3-trifluoromethyl-1H-pyrazole수율 103.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

[1-Methyl-5-(oxetan-3-yloxy)-3-trifluoromethyl-1H-pyrazol-4-yl]-methanol (8.14 g, 32.3 mmol) was dissolved in dichloromethane (100 ml) and triphenyl phosphine (8.96 g, 34.2 mmol) and carbon tetrabromide (10.31 g, 31.05 mmol) were added. The solution was stirred for 2 hours and concentrated to give an orange oil. Purification by chromatography on silica gel (eluent: ethyl acetate/hexane) yielded the product as an orange oil (10.1 g) which was used in the next step without further purification.

후처리

  1. concentrationconcentrated
  2. customto give an orange oil
  3. customPurification by chromatography on silica gel (eluent: ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-5c93fee380784330be259ddf42cebaf3
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08680290B2

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