3-Pentylcyclobutanecarboxylic acid chloride → HCID 19430939, compound

HRID 1078028Notes

Reaction equation

HRID 1078028 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[C:11]([F:22])[CH:10]=2)[CH:5]=[CH:6][C:7]=1O.[CH2:23]([CH:28]1[CH2:31][CH:30]([C:32](Cl)=[O:33])[CH2:29]1)[CH2:24][CH2:25][CH2:26][CH3:27].C(C1CC(C(Cl)=[O:48])C1)CCCCCCC>>[CH2:23]([CH:28]1[CH2:31][CH:30]([C:32]([O:33][C:7]2[CH:6]=[CH:5][C:4]([C:9]3[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[C:11]([F:22])[CH:10]=3)=[CH:3][C:2]=2[F:1])=[O:48])[CH2:29]1)[CH2:24][CH2:25][CH2:26][CH3:27]

Participants

4

Reactant 3

HCID 153402213-Pentylcyclobutanecarboxylic acid chlorideHCID 194309523,3'-Difluoro-4-hydroxy-4'-hexyloxybiphenylHCID 537428853-Octylcyclobutanecarboxylic acid chloride

Product 1

HCID 19430939HCID 19430939, compoundYield 65.5%

Procedure

Except that 0.60 g of the crude 3,3'-difluoro-4-hydroxy-4'-hexyloxybiphenyl obtained in Example 12-(c) was used in place of 0.7 g of the crude 3,3'-difluoro-4-hydroxy-4'-decyloxybiphenyl and 0.4 g of 3-pentylcyclobutanecarboxylic acid chloride obtained in Example 1-(a) in place of 0.5 g of the 3-octylcyclobutanecarboxylic acid chloride used in Example 9-(g) and purification was carried out by way of column chromatography on silica gel (eluent: hexane/benzene=3/1), the operation was performed in the same manner as in Example 9-(g) to obtain 0.55 g (yield 65.5%) of 3,3'-difluoro-4-hexyloxybiphenyl-4'-Yl 3-pentylcyclobutanecarboxylate.

Workup

  1. customused in Example 9-(g) and purification

Sources & evidence

ORD record
ord-af1d7b7d70484476a36eba32356375a3
Source dataset
uspto-grants-1996_08
Patent number
US05545747

Reaction notes

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