5-Chloro-2-fluoro-4-((1-(trifluoromethyl)cyclohexyl)methoxy)benzoic acid → Tert-butyl 4-(adamantan-2-ylmethoxy)-5-chloro-2-fluorobenzoate

HRID 1849644Notes

Reaction equation

HRID 1849644 reaction equation
ClC1C(OCC2(C(F)(F)F)CCCCC2)=C[C:5](F)=[C:6]([CH:10]=1)[C:7](O)=O.[CH:24]12[CH2:33][CH:28]3[CH2:29][CH:30]([CH2:32][CH:26]([CH2:27]3)[CH:25]1[CH2:34][O:35][C:36]1[C:44]([Cl:45])=[CH:43][C:39]([C:40]([OH:42])=[O:41])=[C:38]([F:46])[CH:37]=1)[CH2:31]2>>[CH:24]12[CH2:33][CH:28]3[CH2:29][CH:30]([CH2:32][CH:26]([CH2:27]3)[CH:25]1[CH2:34][O:35][C:36]1[C:44]([Cl:45])=[CH:43][C:39]([C:40]([O:42][C:6]([CH3:10])([CH3:7])[CH3:5])=[O:41])=[C:38]([F:46])[CH:37]=1)[CH2:31]2

Participants

3

Reactant 2

HCID 867034465-Chloro-2-fluoro-4-((1-(trifluoromethyl)cyclohexyl)methoxy)benzoic acidHCID 867035074-(Adamantan-2-ylmethoxy)-5-chloro-2-fluorobenzoic acid

Product 1

HCID 86703506Tert-butyl 4-(adamantan-2-ylmethoxy)-5-chloro-2-fluorobenzoate

Procedure

Following the procedure as described in Example 158 step 2, and making variations as required to replace 5-chloro-2-fluoro-4-((1-(trifluoromethyl)cyclohexyl)-methoxy)benzoic acid with 4-(adamantan-2-ylmethoxy)-5-chloro-2-fluorobenzoic acid, the title compound was obtained as a colorless oil (2.13. g, 48%): MS (ES−) m/z 393.2 (M−1).

Sources & evidence

ORD record
ord-d0d6aaa7746b479dab1e22ccdb6b69c9
Source dataset
uspto-grants-2015_02
Patent number
US08952169B2

Reaction notes

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