Pyridine → 2,2-Dimethyl-3-(2',2'-dibromovinyl)-cyclopropanecarboxylic acid 3-phenoxy-alpha-vinyl-benzyl ester

HRID 67122Notes

Reaction equation

HRID 67122 reaction equation
[CH3:1][C:2]1([CH3:12])[CH:4]([CH:5]=[C:6]([Br:8])[Br:7])[CH:3]1[C:9](Cl)=[O:10].N1C=CC=CC=1.[O:19]([C:26]1[CH:27]=[C:28]([CH:33]=[CH:34][CH:35]=1)[CH:29]([OH:32])[CH:30]=[CH2:31])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CCOCC>[O:19]([C:26]1[CH:27]=[C:28]([CH:33]=[CH:34][CH:35]=1)[CH:29]([O:32][C:9]([CH:3]1[CH:4]([CH:5]=[C:6]([Br:7])[Br:8])[C:2]1([CH3:12])[CH3:1])=[O:10])[CH:30]=[CH2:31])[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 129405823-(2,2-Dibromoethenyl)-2,2-dimethylcyclopropane-1-carbonyl chlorideHCID 129613931-(3-Phenoxyphenyl)prop-2-en-1-ol

Product 1

HCID 128553812,2-Dimethyl-3-(2',2'-dibromovinyl)-cyclopropanecarboxylic acid 3-phenoxy-alpha-vinyl-benzyl ester

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

15.8 g (0.05 mole) of 2,2-dimethyl-3-(2',2'-dibromovinyl)-cyclopropanecarboxylic acid chloride are added dropwise, whilst stirring, to 5.1 g (0.05 mole) of pyridine, 100 ml of absolute ether and 11.4 g (0.05 mole) of 3-phenoxy-α-vinyl-benzyl alcohol at 0°-5° C.

Sources & evidence

ORD record
ord-dee5c4b49f1846739bbdc13b0ad1d1a7
Source dataset
uspto-grants-1982_08
Patent number
US04344961

Reaction notes

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