1-Bromopentane → 4"-Propyl-4-pentyl-2,3-difluoro-p-terphenyl

HRID 327374Notes

Reaction equation

C([Li])CCC.[CH2:6]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[C:22]=3[F:28])=[CH:17][CH:16]=2)=[CH:11][CH:10]=1)[CH2:7][CH3:8].Br[CH2:30][CH2:31][CH2:32][CH2:33][CH3:34].CC1N(C(N(C)C)=O)C1>CCCCCC.C1COCC1>[CH2:6]([C:9]1[CH:10]=[CH:11][C:12]([C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:26]=[CH:25][C:24]([CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])=[C:23]([F:27])[C:22]=3[F:28])=[CH:17][CH:16]=2)=[CH:13][CH:14]=1)[CH2:7][CH3:8]

Participants

Conditions

Temperature: -100 °C

Procedure

A solution of n-butyllithium (0.1 mol) in 65 ml of hexane is added to a mixture of 4"-propyl-2,3-difluoro-p-terphenyl (0.1 mol), potassium t-butylate (0.1 mol) and 200 ml of THF at -100° C. After stirring 5 minutes at -100° C. a mixture of brompentane (0.1 mol) and N,N-dimethylpropylene urea (0.1 mol, DMPU) is added. After warming-up to -30° C. and usual work-up 4"-propyl-4-pentyl-2,3-difluoro-p-terphenyl is obtained.

Workup

additionis added
temperatureAfter warming-up to -30° C.

Sources & evidence

ORD record: ord-2ebbbf9127644fd9980b56fe1e836f52
Source dataset: uspto-grants-1993_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05273680

Reaction notes

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