Benzyl Bromide → HCID 18973345, compound

HRID 2394456Notes

Reaction equation

[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:10]([O:12][CH3:13])=[O:11])[CH:8]=2)[CH:3]=[CH:2]1.[CH2:14](Br)[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(Br)C1C=CC=CC=1>>[CH2:14]([N:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:10]([O:12][CH3:13])=[O:11])[CH:8]=2)[CH:3]=[CH:2]1)[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

Reactant 3

HCID 7498Benzyl Bromide

HCID 7666Phenethyl bromide

HCID 639844Methyl indole-6-carboxylate

Product 1

HCID 18973345HCID 18973345, compoundYield 19.1%

Procedure

The same procedures used in Example 1 were repeated except for using 2.00 g of methyl indole-6-carboxylate and 2.54 g of phenethyl bromide instead of the indole-4-carbaldehyde and benzyl bromide used in Example 1 to give 0.61 g of methyl 1-phenethylindole-6-carboxylate as a yellow oily substance. The yield thereof was found to be 19%.

Sources & evidence

ORD record: ord-c15ad290fcac4a1ba70c1e96cc0fcc3a
Source dataset: uspto-grants-1998_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05811439

Reaction notes

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