Diisopropylethylamine → HCID 59864964, 화합물

HRID 1958567노트

반응식

HRID 1958567 반응식
[CH2:1]([C:5]1[CH:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:8]([CH3:17])([CH3:16])[NH:7][N:6]=1)[CH2:2][CH2:3][CH3:4].[CH3:18][CH:19]([CH2:24][C:25]([CH3:28])([CH3:27])[CH3:26])[CH2:20][C:21](Cl)=[O:22].CCN(C(C)C)C(C)C.C([O-])(O)=O.[Na+]>ClCCl>[CH2:1]([C:5]1[CH:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:8]([CH3:16])([CH3:17])[N:7]([C:21](=[O:22])[CH2:20][CH:19]([CH3:18])[CH2:24][C:25]([CH3:28])([CH3:27])[CH3:26])[N:6]=1)[CH2:2][CH2:3][CH3:4]

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 1619293,5,5-Trimethylhexanoyl chlorideHCID 516892Sodium BicarbonateHCID 598649343-(n-Butyl)-5,5-dimethyl-4-phenyl-4,5-dihydropyrazole

생성물 1

HCID 59864964HCID 59864964, 화합물수율 57%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
30 °C

실험 절차

To a magnetically stirred solution of 3-(n-butyl)-5,5-dimethyl-4-phenyl-4,5-dihydro-(1H)-pyrazole (1 ml: 0.25 M in anhydrous tetrahydrofuran, 0.25 mmol) was successively added 3,5,5-trimethylhexanoyl chloride (1.1 ml: 0.25 M in anhydrous tetrahydrofuran; 0.275 mmol) and DIPEA (1.1 ml: 0.285 M in anhydrous tetrahydrofuran; 0.313 mmol) and the resulting mixture was stirred for 21 hours at 30° C. An aqueous 5% NaHCO3 solution and dichloromethane were added to the mixture. The organic layer was separated, successively washed with brine and water, dried over MgSO4, filtered and concentrated in vacuo to give [3-(n-butyl)-5,5-dimethyl-4-phenyl-4,5-dihydro-(1H)-pyrazol-1-yl]-3,5,5-trimethylhexan-1-one as a mixture of diastereomers (55 mg, 57% yield). 1H-NMR (400 MHz, CDCl3) δ 0.88 (t, J=7, 3H), 0.94 (s, 9H), 1.00 and 1.01 (2×d, J=7, 3H), 1.12-1.20 (m, 4H), 1.25-1.39 (m, 3H), 1.47-1.58 (m, 5H), 2.07-2.34 (m, 3H), 2.46-2.55 (m, 1H), 2.63-2.73 (m, 1H), 3.72 and 3.74 (2×s, 1H), 6.98 (br d, J=8 Hz, 2H), 7.28-7.37 (m, 3H).

후처리

  1. customThe organic layer was separated
  2. washsuccessively washed with brine and water
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-5191a869b0074fac9415a57a9bb4210b
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08410135B2

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