Ammonium Chloride → HCID 21396507, compound

HRID 1439768Notes

Reaction equation

HRID 1439768 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11](Br)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[Mg].[F:16][CH2:17][CH2:18][C:19](=[O:21])[CH3:20].[NH4+].[Cl-]>CCOCC>[F:16][CH2:17][CH2:18][C:19]([C:11]1[CH:12]=[CH:13][C:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)=[CH:9][CH:10]=1)([OH:21])[CH3:20]

Participants

6

Reactant 4

HCID 25517Ammonium ChlorideHCID 968824-Bromo-4'-fluoro-1,1'-biphenylHCID 5462224MagnesiumHCID 136100834-Fluorobutan-2-one

Product 1

HCID 21396507HCID 21396507, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 4'-fluoro-4-biphenylyl-magnesium bromide obtained from 2.51 g. of 4'-fluoro-4-bromo-biphenyl and 0.24 g. of magnesium in 100 ml. of ether is added dropwise, while stirring, at 20° to a solution of 0.9 g. of 1-fluorobutan-3-one in 40 ml. of ether, the mixture is stirred for a further 2 hours, the resulting alcoholate is decomposed with ice and saturated NH4Cl solution and the mixture is worked up in the customary manner to give 1-fluoro-3-(4'-fluoro-4-biphenylyl)-butan-3-ol, m.p. 90° - 92°.

Sources & evidence

ORD record
ord-1aec1c5aa033417ca58042893e9da7b5
Source dataset
uspto-grants-1977_11
Patent number
US04060633

Reaction notes

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