Allyltributylstannane → 1-(Ethoxymethoxy)-2-methyl-4-(prop-2-en-1-yl)benzene

HRID 970837Notes

Reaction equation

HRID 970837 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][O:10][CH2:11][CH3:12])=[C:4]([CH3:13])[CH:3]=1.[CH2:14]([Sn](CCCC)(CCCC)CCCC)[CH:15]=[CH2:16]>Cl[Pd](Cl)(P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH2:16]([C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][O:10][CH2:11][CH3:12])=[C:4]([CH3:13])[CH:3]=1)[CH:15]=[CH2:14]

Participants

4

Reactant 2

HCID 90628AllyltributylstannaneHCID 179830904-Bromo-1-ethoxymethoxy-2-methylbenzene

Product 1

HCID 179830711-(Ethoxymethoxy)-2-methyl-4-(prop-2-en-1-yl)benzene

Reagents, catalysts & solvents 1

HCID 178479802HCID 178479802, compoundCatalyst

Procedure

In a manner similar to Example 1c, by reacting 16 g (65 mmol) of 4-bromo-1-ethoxymethoxy-2-methylbenzene with 30 ml (97 mmol) of allyltributyltin and 1.35 g (2 mmol) of dichlorobis (triphenylphosphino)palladium. A yellow oil is obtained (m=12:1 g, y=89%).

Workup

  1. customA yellow oil is obtained (m=12:1 g, y=89%)

Sources & evidence

ORD record
ord-afdb249f82e84ca3b318b362c496c5e0
Source dataset
uspto-grants-2007_12
Patent number
US07312249B2

Reaction notes

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