Nitroethane → HCID 72491400, 화합물

HRID 970278노트

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HRID 970278 반응식
[CH3:1][CH:2]([CH2:4][CH2:5][CH2:6]/[C:7](/[CH3:16])=[CH:8]/[CH2:9][CH2:10]/[C:11](/[CH3:15])=[CH:12]/[CH:13]=[O:14])[CH3:3].[N+:17]([CH2:20][CH3:21])([O-:19])=[O:18]>>[CH3:15][CH:11]([CH2:10][CH2:9][CH:8]=[C:7]([CH3:16])[CH2:6][CH2:5][CH:4]=[C:2]([CH3:1])[CH3:3])[CH2:12][CH:13]([OH:14])[CH:20]([N+:17]([O-:19])=[O:18])[CH3:21]

참가 물질

3

반응물 2

HCID 6587NitroethaneHCID 6430550HCID 6430550, 화합물

생성물 1

HCID 72491400HCID 72491400, 화합물수율 90%

실험 절차

To 2.93 g of 3 was added 5 mL of nitroethane with stirring. Approximately 5-6 g of Amberlyst A-21 was added, and the mixture was stirred at room temperature overnight. The mixture was filtered and the ion exchange resin was rinsed four times with 25 mL of dichloromethane. The filtrate was dried over anhydrous MgSO4, and the solvent was removed by rotary evaporation, which afforded 3.53 g (90%) of a mixture of stereoisomers of the desired nitro alcohol 4. 1H NMR δ (ppm) 5.2 (t, CH3C(CH3)═CH and CH2C(CH3)═CH), 4.4 (m, CHNO2), 2.2 (br s, CHOH), 2.0 (m, C═CHCH2CH2C(CH3)═CHCH2), 1.6-1.7 (all s, CH3C(CH3)═CHCH2CH2CCH3), 1.5 (d, CH3CHNO2), 1.2-1.5 (m, CH2CH(CH3)CH2), 0.9 (d, CH2CH(CH3)CH2).

후처리

  1. additionApproximately 5-6 g of Amberlyst A-21 was added
  2. stirringthe mixture was stirred at room temperature overnight
  3. filtrationThe mixture was filtered
  4. washthe ion exchange resin was rinsed four times with 25 mL of dichloromethane
  5. dry with materialThe filtrate was dried over anhydrous MgSO4
  6. customthe solvent was removed by rotary evaporation, which

출처 및 근거

ORD 기록
ord-78b27481ada8466bb6967eb123b15e27
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07312191B2

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