Water → HCID 6430550, 화합물

HRID 1010515노트

반응식

HRID 1010515 반응식
[CH3:1][C:2]([CH3:16])=[CH:3][CH2:4][CH2:5]/[C:6](/[CH3:15])=[CH:7]/[CH2:8][CH2:9]/[C:10](/[CH3:14])=[CH:11]/[CH:12]=[O:13].O>C1COCC1>[CH3:16][CH:2]([CH2:3][CH2:4][CH2:5]/[C:6](/[CH3:15])=[CH:7]/[CH2:8][CH2:9]/[C:10](/[CH3:14])=[CH:11]/[CH:12]=[O:13])[CH3:1]

참가 물질

4

반응물 2

HCID 962WaterHCID 5280598(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienal

생성물 1

HCID 6430550HCID 6430550, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of 0.53 g of 2 in 150 mL of dry THF in a round-bottom flask equipped with a water-cooled condenser was added a solid mixture of 31.04 g of NiCl2.6H2O and 4.27 g of Al powder (caution: exothermic). The reaction mixture was stirred at room temperature for 6 h. The solid mass was removed by filtration, and the solvent was dried over MgSO4 and removed by rotary evaporation, which afforded 0.50 g of racemic 3, predominantly the (E)-isomer. 1H NMR δ (ppm) 9.8 (t, CHO), 5.2 (t, CH3C(CH3)═CH and CH2C(CH3)═CH), 2.3 (m, CH2C(CH3)═CH), 2.2-2.4 (qd, CH2CHO), 2.0 (m, C═CHCH2CH2C(CH3)═CHCH2), 1.6-1.7 (all s, CH3C(CH3)═CHCH2CH2CCH3), 1.2-1.5 (m, CH2CH(CH3)CH2CO), 0.9 (d, CH2C(CH3)═CH).

후처리

  1. temperaturecooled condenser
  2. additionwas added
  3. customThe solid mass was removed by filtration
  4. dry with materialthe solvent was dried over MgSO4
  5. customremoved by rotary evaporation, which
  6. customafforded 0.50 g of racemic 3

출처 및 근거

ORD 기록
ord-ce2d9b09433745d6b36e00064bcdf3a0
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07977315B2

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