HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Benzene, 1-chloro-4-(1,1-dimethylethyl)- → HCID 129946666, compound

HRID 1490568
Notes
Print preview

Reaction equation

HRID 1490568 reaction equation
CC(C)(C)c1ccc(Cl)cc1>C1=CCCC=CCC1.C1=CCCC=CCC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.COC1CCCC1.C[OH2+].C[OH2+].[Ir].[Ir].c1ccc(N2B(B3Nc4ccccc4N3c3ccccn3)Nc3ccccc32)nc1>CC(C)(C)c1ccc(Cl)c(B2OC(C)(C)C(C)(C)O2)c1
ParticipantsConditionsProcedureSources & evidenceReaction notes

Participants

6

Reactant 1

HCID 77594Benzene, 1-chloro-4-(1,1-dimethylethyl)-

Product 1

HCID 129946666HCID 129946666, compoundYield 80%

Reagents, catalysts & solvents 4

HCID 2733548Bis(pinacolato)diboraneReagentHCID 1223807993-pyridin-2-yl-2-(3-pyridin-2-yl-1H-1,3,2-benzodiazaborol-2-yl)-1H-1,3,2-benzodiazaboroleReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalyst

Conditions

Temperature
100 °C

Procedure

The general procedure A was followed using 1-(tert-butyl)-4-chlorobenzene (79.1 ul, 0.5 mmol) and B2pin2 (126.9 mg, 0.5 mmol, 1.0 eq.) as starting material. The resulting mixture was allowed to stir 16 hours at 100 oC. 5aa was obtained as white solid (118.0 mg, 80%) after purification by silica gel flash chromatography (EtOAc/PE=1:50 v/v). m.p.: 73-75 oC.

Sources & evidence

ORD record
ord-db591dda52a34d67a62a70de910a941f
Source dataset
Borylation dataset from Roche
DOI
10.1021/jacs.5b05252

Reaction notes

Loading…

On this pageParticipantsConditionsProcedureSources & evidenceReaction notes
HCID 138539Cyclopentyl methyl etherSolvent