Sodium hydride → HCID 69890713, compound

HRID 2186281Notes

Reaction equation

HRID 2186281 reaction equation
[H-].[Na+].[C:3]([C:7]1[C:21]([OH:22])=[CH:20][C:10]2[CH2:11][C:12]3([O:19][C:9]=2[CH:8]=1)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]3)([CH3:6])([CH3:5])[CH3:4].[CH2:23](Br)[CH:24]=[CH:25][CH3:26]>CN(C)C=O>[CH2:23]([O:22][C:21]1[C:7]([C:3]([CH3:6])([CH3:4])[CH3:5])=[CH:8][C:9]2[O:19][C:12]3([CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]3)[CH2:11][C:10]=2[CH:20]=1)[CH:24]=[CH:25][CH3:26]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 1224142-Butene, 1-bromo-HCID 12094374HCID 12094374, compound

Product 1

HCID 69890713HCID 69890713, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.13 g of oily sodium hydride and 0.74 g of 6-t-butyl-5-hydroxy-2,3-dihydrobenzofuran-2-spiro-1′-cycloheptane synthesized in Example 7 were treated with 0.33 ml of crotyl bromide in dimethylformamide in the same manner as in Example 8-1) to give 0.82 g of a mixture of geometrical isomers of 5-(2-butenyloxy)-6-t-butyl-2,3-dihydrobenzofuran-2-spiro-1′-cycloheptane as a colorless oil (yield 93%).

Sources & evidence

ORD record
ord-156855ffc3d54a58ac9ef29763f6b55e
Source dataset
uspto-grants-2002_06
Patent number
US06403639B1

Reaction notes

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