5-Bromo-2,2-dimethyl-2,3-dihydro-1-benzofuran → HCID 19705191, compound

HRID 727218

Reaction equation

HRID 727218 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH3:11])([CH3:10])[CH2:7][C:6]=2[CH:12]=1.[Mg].C1O[C:17]2([CH2:22][CH2:21][C:20](=O)[CH2:19][CH2:18]2)[O:16]C1>O1CCCC1>[CH3:10][C:8]1([CH3:11])[CH2:7][C:6]2[CH:12]=[C:2]([C:20]3[CH2:21][CH2:22][C:17](=[O:16])[CH2:18][CH:19]=3)[CH:3]=[CH:4][C:5]=2[O:9]1

Participants

5

Reactant 3

HCID 2194755-Bromo-2,2-dimethyl-2,3-dihydro-1-benzofuranHCID 5674151,4-Dioxaspiro[4.5]decan-8-oneHCID 5462224Magnesium

Product 1

HCID 19705191HCID 19705191, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

This compound is prepared in a manner analogous to that of Step D of Example 7, using 9.2 grams (0.040 mole) of 5-bromo-2,3-dihydro-2,2-dimethylbenzofuran, 1.1 grams (0.044 mole) of magnesium turnings, and 6.2 grams (0.040 mole) of 1,4-cyclohexanedione mono-ethylene ketal in about 70 mL of tetrahydrofuran, yielding 1-(2,3-dihydro-2,2-dimethylbenzofuran-5-yl)-1-cyclohexen-4-one.

Workup

  1. customThis compound is prepared in a manner analogous to that of Step D of Example 7

Sources & evidence

ORD record
ord-5b84b790e62e464e913ec2b868098995
Source dataset
uspto-grants-1998_01
Patent number
US05712281

Linked notes

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