Cyclopropylboronic acid → HCID 58319211, compound

HRID 2363142Notes

Reaction equation

HRID 2363142 reaction equation
C([Si]([O:8][C:9]1[CH:14]=[C:13]([C:15]([F:18])([F:17])[F:16])[CH:12]=[CH:11][C:10]=1[CH:19]1[CH2:21][CH2:20]1)(C)C)(C)(C)C.C1(B(O)O)CC1>>[CH:19]1([C:10]2[CH:11]=[CH:12][C:13]([C:15]([F:17])([F:18])[F:16])=[CH:14][C:9]=2[OH:8])[CH2:20][CH2:21]1

Participants

3

Reactant 2

HCID 2760897Cyclopropylboronic acidHCID 58319305HCID 58319305, compound

Product 1

HCID 58319211HCID 58319211, compoundYield 53.4%

Procedure

tert-Butyl-(2-cyclopropyl-5-trifluoromethyl-phenoxy)-dimethyl-silane (268 mg, 0.862 mmol) was reacted with cyclopropyl boronic acid (96 mg, 1.12 mmol) as described above to give 2-cyclopropyl-5-trifluoromethyl-phenol (93 mg, 53%) after purification by column chromatography (gradient 12% to 100% EtOAc in n-hexane).

Sources & evidence

ORD record
ord-6a0bd988b429433eb9ad0622c1f2418d
Source dataset
uspto-grants-2014_04
Patent number
US08691855B2

Reaction notes

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