p-Toluenesulfonic acid → HCID 86654330, 화합물

HRID 1843600노트

반응식

HRID 1843600 반응식
[CH3:1][O:2][P:3]([CH:7]([OH:17])[C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[CH:9]=1)(=[O:6])[O:4][CH3:5].[O:18]1[CH:23]=[CH:22][CH2:21][CH2:20][CH2:19]1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH3:1][O:2][P:3]([CH:7]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[CH:9]=1)[O:17][CH:19]1[CH2:20][CH2:21][CH2:22][CH2:23][O:18]1)(=[O:6])[O:4][CH3:5]

참가 물질

5

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 80803,4-dihydro-2H-pyranHCID 11299958[Hydroxy-(3-nitro-phenyl)methyl]-phosphonic acid dimethyl ester

생성물 1

HCID 86654330HCID 86654330, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
60 °C

실험 절차

[Hydroxy-(3-nitro-phenyl)-methyl]-phosphonic acid dimethyl ester (26.7 g, 0.102 mol) was suspended in dry toluene (340 mL) under nitrogen atmosphere. 3,4-Dihydro-2H-pyrane (20.6 mL, 0.228 mol, 2.2 eq) was added, followed by p-toluensulfonic acid (590 mg, 0.003 mol, 0.03 eq) and the mixture was stirred at 60° C. for 1 h. the reaction mixture was then concentrated under reduced pressure, taken up with ethyl acetate (300 mL) and washed with saturated aqueous NaHCO3 and water. The organic layer was dried over Na2SO4 and concentrated to dryness. The desired product was obtained in quantitative yield as a yellow solid (mixture of 2 diastereoisomers).

후처리

  1. concentrationwas then concentrated under reduced pressure
  2. washwashed with saturated aqueous NaHCO3 and water
  3. dry with materialThe organic layer was dried over Na2SO4
  4. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-690cf64fb49547198403f5b2c95869d3
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946250B2

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