Pentane → HCID 22731294, compound

HRID 2085584Notes

Reaction equation

HRID 2085584 reaction equation
[CH2:1]([C:8]1[C:16]2[O:15][CH2:14][C:13]([CH3:18])([CH3:17])[C:12]=2[CH:11]=[C:10](Br)[CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([Li])(C)(C)C.CCCCC.[B:30](OC)([O:33]C)[O:31]C>O1CCCC1>[CH2:1]([C:8]1[C:16]2[O:15][CH2:14][C:13]([CH3:18])([CH3:17])[C:12]=2[CH:11]=[C:10]([B:30]([OH:33])[OH:31])[CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 8003PentaneHCID 8470Trimethyl borateHCID 22731330HCID 22731330, compound2×HCID 178418306HCID 178418306, compound

Product 1

HCID 22731294HCID 22731294, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following General Procedure A and using 7-benzyl-5-bromo-3,3-dimethyl-2,3-dihydro-benzofuran (Intermediate 39, 1.57 g, 4.81 mmol), 15 mL of anhydrous tetrahydrofuran, 1.7M solution of t-butyllithium in n-pentane (5.64 mL, 9.6 mmol) and trimethyl borate (1.02 mL, 9.6 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-491be7e707644299a400e5d36ecd79cb
Source dataset
uspto-grants-2004_04
Patent number
US06720423B2

Reaction notes

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