Pyridine → HCID 86740108, compound

HRID 462894Notes

Reaction equation

HRID 462894 reaction equation
ClC1C=CC(C2(C[Br:17])CCC(CCC)O2)=CC=1.[CH3:18][C:19]([OH:33])([CH2:21][CH2:22][C:23]([C:26]1[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=1)=[CH:24][CH3:25])[CH3:20].BrBr.N1C=CC=CC=1>ClCCl>[Cl:32][C:29]1[CH:30]=[CH:31][C:26]([C:23]2([CH:24]([Br:17])[CH3:25])[CH2:22][CH2:21][C:19]([CH3:20])([CH3:18])[O:33]2)=[CH:27][CH:28]=1

Participants

6

Reactant 4

HCID 1049PyridineHCID 24408BromineHCID 13235820HCID 13235820, compoundHCID 54563280HCID 54563280, compound

Product 1

HCID 86740108HCID 86740108, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

By the method described in Example 1 for the preparation of 2-(4-chlorophenyl)-2-bromomethyl-5-prop-1-yltetrahydrofuran, 2-methyl-5-(4-chlorophenyl)hept-5-en-2-ol (3.2 g), bromine (2.35 g), and pyridine (1.18 g) in dry dichloromethane (40 ml) gave 2-(4-chlorophenyl-2-(1-bromoethyl)-5,5-dimethyltetrahydrofuran (4.4 g, 94%), a mixture of diastereomers, as an orange oil.

Sources & evidence

ORD record
ord-b94cafa679884a47921d723c6bf0249d
Source dataset
uspto-grants-1985_05
Patent number
US04518415

Reaction notes

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