2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → HCID 70655078, compound

HRID 879123Notes

Reaction equation

HRID 879123 reaction equation
C(O[B:5]1[O:9][C:8]([CH3:11])([CH3:10])[C:7]([CH3:13])([CH3:12])[O:6]1)(C)C.C([Li])CCC.[F:19][C:20]1[CH:25]=[C:24]([O:26][CH:27]([CH3:29])[CH3:28])[CH:23]=[C:22]([F:30])[CH:21]=1>>[F:19][C:20]1[CH:25]=[C:24]([O:26][CH:27]([CH3:28])[CH3:29])[CH:23]=[C:22]([F:30])[C:21]=1[B:5]1[O:6][C:7]([CH3:12])([CH3:13])[C:8]([CH3:10])([CH3:11])[O:9]1

Participants

4

Reactant 3

HCID 50177412-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 58905311HCID 58905311, compoundHCID 178418339Butyllithium

Product 1

HCID 70655078HCID 70655078, compoundYield 99%

Procedure

Method 3 was followed using 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (2.2 equiv.), butyllithium (1.2 equiv.) and 1,3-difluoro-5-isopropoxybenzene (1.0 equiv.) to give 2-(2,6-difluoro-4-isopropoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane in 99% yield. 1H NMR (400 MHz, <cdcl3>) δ ppm 1.24 (s, 12H), 1.31-1.33 (m, 6H), 4.43-4.56 (m, 1H), 6.31-6.44 (m, 2H).

Sources & evidence

ORD record
ord-c65dd7eb53d64b3f80136751a0d593b2
Source dataset
uspto-grants-2015_03
Patent number
US08987457B2

Reaction notes

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