Trimethyl borate → HCID 19380606, compound

HRID 2209404Notes

Reaction equation

HRID 2209404 reaction equation
C([N-]C(C)C)(C)C.[Li+].[CH2:9]([C:12]1[CH:17]=[C:16]([F:18])[C:15]([C:19]2[CH:24]=[C:23]([F:25])[CH:22]=[C:21]([F:26])[CH:20]=2)=[C:14]([F:27])[CH:13]=1)[CH2:10][CH3:11].C(C1C=C(F)C(I)=C(F)C=1)CC.FC1C=C([B:48]([OH:50])[OH:49])C=C(F)C=1.B(OC)(OC)OC>C1COCC1>[CH2:9]([C:12]1[CH:13]=[C:14]([F:27])[C:15]([C:19]2[CH:24]=[C:23]([F:25])[C:22]([B:48]([OH:50])[OH:49])=[C:21]([F:26])[CH:20]=2)=[C:16]([F:18])[CH:17]=1)[CH2:10][CH3:11]

Participants

7

Reactant 5

HCID 8470Trimethyl borateHCID 2724682Lithium diisopropylamideHCID 2734338(3,5-Difluorophenyl)boronic acidHCID 18979647HCID 18979647, compoundHCID 19380595HCID 19380595, compound

Product 1

HCID 19380606HCID 19380606, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.6 mol of lithium diisopropylamide is added at 0° C. to a mixture of 0.5 mol of 4'-propyl-2',6',3,5-tetrafluorobiphenyl (prepared from 4-propyl-2,6-difluoroiodobenzene and 3,5-difluorophenylboronic acid analogously to Example 23C). 0.5 mol of trimethyl borate and 500 ml of THF, and the mixture is stirred for two hours.

Sources & evidence

ORD record
ord-f68e1c5136414b169196aebdea6adaea
Source dataset
uspto-grants-1995_10
Patent number
US05454975

Reaction notes

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