Pentane → HCID 22731326, compound

HRID 2085580Notes

Reaction equation

HRID 2085580 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH2:13][C:14]([CH3:17])([CH3:16])[CH3:15])[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:28](OC)([O:31]C)[O:29]C>O1CCCC1>[CH3:10][C:7]1([CH3:11])[C:6]2[CH:12]=[C:2]([B:28]([OH:31])[OH:29])[CH:3]=[C:4]([CH2:13][C:14]([CH3:17])([CH3:16])[CH3:15])[C:5]=2[O:9][CH2:8]1

Participants

6

Reactant 4

HCID 8003PentaneHCID 8470Trimethyl borateHCID 22731297HCID 22731297, compound2×HCID 178418306HCID 178418306, compound

Product 1

HCID 22731326HCID 22731326, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following General Procedure A and using 5-bromo-3,3-dimethyl-7-(2,2-dimethyl-propyl)-2,3-dihydro-benzofuran (Intermediate 32, 0.7 g, 2.37 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, 6 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-1f4c70a476444a5ea74bde51a50464b3
Source dataset
uspto-grants-2004_04
Patent number
US06720423B2

Reaction notes

Loading…