Pentane → HCID 22731341, compound

HRID 2085573Notes

Reaction equation

HRID 2085573 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH2:13][CH3:14])[C:5]2[O:9][CH2:8][C:7]([CH3:11])([CH3:10])[C:6]=2[CH:12]=1.C([Li])(C)(C)C.CCCCC.[B:25](OC)([O:28]C)[O:26]C>O1CCCC1>[CH3:10][C:7]1([CH3:11])[C:6]2[CH:12]=[C:2]([B:25]([OH:28])[OH:26])[CH:3]=[C:4]([CH2:13][CH3:14])[C:5]=2[O:9][CH2:8]1

Participants

6

Reactant 4

HCID 8003PentaneHCID 8470Trimethyl borateHCID 10515154HCID 10515154, compound2×HCID 178418306HCID 178418306, compound

Product 1

HCID 22731341HCID 22731341, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following General Procedure A and using 5-bromo-3,3-dimethyl-7-ethyl-2,3-dihydro-benzofuran (Intermediate 14, 0.76 g, 3 mmol), 15 mL of anhydrous tetrahydrofuran, 1.7M solution of t-butyllithium in n-pentane (3.53 mL, 6 mmol) and trimethyl borate (0.75 mL, 7 mmol), the title compound was obtained as a foam that was used as such for the next step without purification and characterization.

Sources & evidence

ORD record
ord-639fe45309ce4b55a96aee2e2fa5f5a9
Source dataset
uspto-grants-2004_04
Patent number
US06720423B2

Reaction notes

Loading…