Trifluoroacetic acid → HCID 86703627, compound

HRID 1849745Notes

Reaction equation

HRID 1849745 reaction equation
[C:1]12([CH2:11][O:12][C:13]3[C:25]([C:26]4([OH:30])[CH2:29][O:28][CH2:27]4)=[CH:24][C:16]([C:17]([O:19]C(C)(C)C)=[O:18])=[C:15]([F:31])[CH:14]=3)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.FC(F)(F)C(O)=O>ClCCl>[C:1]12([CH2:11][O:12][C:13]3[C:25]([C:26]4([OH:30])[CH2:27][O:28][CH2:29]4)=[CH:24][C:16]([C:17]([OH:19])=[O:18])=[C:15]([F:31])[CH:14]=3)[CH2:10][CH:5]3[CH2:4][CH:3]([CH2:9][CH:7]([CH2:6]3)[CH2:8]1)[CH2:2]2

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86703625HCID 86703625, compound

Product 1

HCID 86703627HCID 86703627, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-(adamantan-1-ylmethoxy)-2-fluoro-5-(3-hydroxyoxetan-3-yl)benzoate ((330 mg, 0.76 mmol) in dichloromethane (4 mL) was added trifluoroacetic acid (1 mL) and the reaction mixture was stirred for 2 hour at ambient temperature. Removal of all volatiles in vacuo gave 4-(adamantan-1-ylmethoxy)-2-fluoro-5-(3-hydroxyoxetan-3-yl)benzoic acid as an oily residue (0.29 g, quant.).

Workup

  1. customRemoval of all volatiles in vacuo

Sources & evidence

ORD record
ord-1e745b5d01ed4e4086cbb272bef4c973
Source dataset
uspto-grants-2015_02
Patent number
US08952169B2

Reaction notes

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