Diethyl Ether → 1-(2-Bromo-phenyl)-heptan-1-ol

HRID 2085595

Reaction equation

HRID 2085595 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].O1CCCC1.[CH2:15]([Mg]Br)[CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].CCOCC>CCCCCC.C(OCC)(=O)C>[Br:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]([OH:5])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

7

Reactant 4

HCID 3283Diethyl EtherHCID 8028TetrahydrofuranHCID 811292-BromobenzaldehydeHCID 178444609HCID 178444609, compound

Product 1

HCID 227312731-(2-Bromo-phenyl)-heptan-1-ol

Reagents, catalysts & solvents 2

HCID 8058HexaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

Following General Procedure K and using 2-bromo-benzaldehyde (1.5 g, 8 mmol), 15 mL of anhydrous tetrahydrofuran, and a 2M solution of n-hexyl magnesium bromide solution in ether (6 mL, 12 mmol) followed by flash column chromatography using 10% ethyl acetate in hexane, the title compound was obtained (1.86 g, 85%).

Sources & evidence

ORD record
ord-393e82db8a8c4988ba6d5b36ac145e2c
Source dataset
uspto-grants-2004_04
Patent number
US06720423B2

Linked notes

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