Water → HCID 6430550、化合物

HRID 1010515ノート

反応式

HRID 1010515 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 6430550HCID 6430550、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-ce2d9b09433745d6b36e00064bcdf3a0
出典データセット
uspto-grants-2011_07
特許番号
US07977315B2

反応ノート

読み込み中…