Pyridine → 8-Dodecen-1-ol, 1-acetate, (8Z)-

HRID 879042Notes

Reaction equation

HRID 879042 reaction equation
[CH:1](=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]/[CH:11]=[CH:12]\CCCC.[CH3:18][C:19](OC(C)=O)=[O:20].N1C=CC=CC=1.C(O)CCCCCC/C=C\CCC>>[C:19]([O:17][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]/[CH:8]=[CH:9]\[CH2:10][CH2:11][CH3:12])(=[O:20])[CH3:18]

Participants

5

Reactant 4

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 52832958-Dodecen-1-ol, (8Z)-HCID 536449511-Hexadecenal, (11Z)-

Product 1

HCID 53633778-Dodecen-1-ol, 1-acetate, (8Z)-Yield 90%

Procedure

By acetylation of compound 2: According to the procedure for compound 6, Ac2O (0.29 mL, 3.0 mmol), pyridine (0.14 mL, 1.8 mmol), and alcohol 12 (0.28 g, 1.5 mmol) were reacted to provide 13 (19 g, 90% yield, 86% Z as determined by 1H-NMR) as a colorless oil.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-8d0a89f683b240769b5490826310d381
Source dataset
uspto-grants-2015_03
Patent number
US08987531B2

Reaction notes

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