Oleyl Alcohol → (9z,12e)-Tetradecadien-1-ol

HRID 879043

反応式

HRID 879043 の反応式
[CH2:1]([OH:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH3:14].C(O)CCCCCCC/C=C\CCCCCCCC.C=CC/C=C/C>C1COCC1>[CH2:1]([OH:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11]/[CH:12]=[CH:13]/[CH3:14]

参加物

5

反応物 3

HCID 5284499Oleyl AlcoholHCID 5364712Myristoleyl alcoholHCID 5365552trans-1,4-Hexadiene

生成物 1

HCID 5365760(9z,12e)-Tetradecadien-1-ol収率 68%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

According to the procedure for compound 3, oleyl alcohol (1.0 g, 3.7 mmol) and 1,4-trans-hexadiene (4 mL) in THF (4 mL) were reacted with 1 (0.023 g, 1 mol %) to provide 15 0.53 g, 68% yield, 88% Z as determined by 1H-NMR) as a colorless oil; 1H NMR (CDCl3): δ 5.32-5.49 (4H, m), 3.64 (2H, br t, J=6.6 Hz), 2.71 (2H, m), 2.03 (2H, m), 1.03 (3H, m), 1.56 (2H, m), 1.25-1.39 (11H, m); 13C NMR (CDCl3): δ 130.4, 129.6, 127.7, 125.1, 63.1, 32.8, 30.4, 29.6, 29.5, 29.4, 29.2, 27.1, 25.7, 17.9; HRMS (FAB): 209.1906, [C14H26O−H]+ requires 209.1905.

後処理

  1. customwere reacted with 1 (0.023 g, 1 mol %)

出典と根拠

ORDレコード
ord-63f63ff1568e47c2a2208435cb24b7a9
出典データセット
uspto-grants-2015_03
特許番号
US08987531B2

関連ノート

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