4-Bromo-2-fluoro-1,1'-biphenyl → HCID 178444254, compound

HRID 2259537Notes

Reaction equation

[F:1][C:2]1[CH:7]=[C:6](Br)[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[CH2:15]([CH:20]1[CH2:25][CH2:24][C:23](=O)[CH2:22][CH2:21]1)[CH2:16][CH2:17][CH2:18][CH3:19]>>[F:1][C:2]1[CH:7]=[C:6]([C@H:23]2[CH2:22][CH2:21][C@H:20]([CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH2:25][CH2:24]2)[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

Reactant 2

HCID 5210634-Bromo-2-fluoro-1,1'-biphenyl

HCID 5660974-Pentylcyclohexanone

Product 1

HCID 178444254HCID 178444254, compound

Procedure

A Grignard reagent was prepared from commercially available 2-fluoro-4-bromobiphenyl, and the resulting Grignard reagent was reacted with 4-pentylcyclohexanone in the same manner as in (1-b) and (1-c) to obtain 2-fluoro-4-(trans-4-pentylcyclohexyl)biphenyl. The product was brominated in the same manner as in (29-a) to obtain 2-fluoro-4-(trans-4-pentylcyclohexyl)-4'-bromobiphenyl. A Grignard reagent was prepared therefrom and reacted with 4-pentylcyclohexanone-2,2,6,6-d4 in the same manner as in Example 4 to obtain 2-fluoro-4-(trans-4-pentylcyclohexyl)-4'-(trans-4-pentylcyclohexyl-2,2,6-d3)biphenyl. The phase transition temperatures of this compound are shown in Table 3.

Sources & evidence

ORD record: ord-58ec0f859cae4f17934e2f423b441f2c
Source dataset: uspto-grants-1995_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05474707

Reaction notes

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