Oxalyl chloride → 3-Methylazulene-1-carbonyl chloride

HRID 1638975Notes

Reaction equation

HRID 1638975 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:12]([OH:14])=O)[C:5]2[C:11]=1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2.C(C1N2C(C=CC=C2)=C(C(OCC)=O)C=1)(=O)C.C(Cl)(=O)C([Cl:35])=O>ClCCl>[CH3:1][C:2]1[CH:3]=[C:4]([C:12]([Cl:35])=[O:14])[C:5]2[C:11]=1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2

Participants

5

Reactant 3

HCID 65578Oxalyl chlorideHCID 838368ethyl 3-acetylindolizine-1-carboxylateHCID 13924938HCID 13924938, compound

Product 1

HCID 198402083-Methylazulene-1-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-Methyl azulene-1-carbonyl chloride was prepared in situ from 3-methyl azulene-1-carboxylic acid (R. N. McDonald et al., J. Org. Chem., 41, 1822 [1976] by addition of one equivalent of oxalyl chloride to a solution of the acid in dichloromethane.

Sources & evidence

ORD record
ord-1bfd657780484f339f55c349c4eee1e3
Source dataset
uspto-grants-1989_11
Patent number
US04882327

Reaction notes

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