Acetic anhydride pyridine → Undec-4-ene

HRID 1721706Notes

Reaction equation

HRID 1721706 reaction equation
C(O[C:5](=O)[CH3:6])(=O)C.N1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>N1C=CC=CC=1>[CH3:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:9][CH:10]=[CH:11][CH2:12][CH2:5][CH3:6]

Participants

3

Reactant 1

HCID 22348678Acetic anhydride pyridine

Product 1

HCID 136496Undec-4-ene

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Subsequently, compound (10a) is acetylated with acetic anhydride-pyridine etc., thereby giving compound (11), followed by treatment with 1,8-diazabicyclo 5.4.0.!-7-undecene (DBU) in a solvent e.g. pyridine, whereby compounds (12) and (12') are formed. Compounds (12) and (12') are then hydrolyzed with a base such as sodium hydroxide, sodium methoxide, sodium ethoxide, sodium t-butoxide, etc., whereby compound (1) can be obtained.

Sources & evidence

ORD record
ord-394f395b34e042de9154e3795f44c59e
Source dataset
uspto-grants-1996_04
Patent number
US05512673

Reaction notes

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