Isobutyl iodide → Ethyl 4-benzyloxy-1-(2-methylpropyl)indole-2-carboxylate

HRID 2085125Notes

Reaction equation

HRID 2085125 reaction equation
[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[CH:11]=[C:12]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[NH:13]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[CH2:25](I)[CH:26]([CH3:28])[CH3:27]>>[CH2:1]([O:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[CH:11]=[C:12]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[N:13]2[CH2:25][CH:26]([CH3:28])[CH3:27])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 10556Isobutyl iodideHCID 24758Sodium hydrideHCID 119707Ethyl 4-(phenylmethoxy)-1H-indole-2-carboxylate

Product 1

HCID 22729270Ethyl 4-benzyloxy-1-(2-methylpropyl)indole-2-carboxylate

Procedure

By the reactions in the same manner as in Starting Material Synthesis Example 9 using ethyl 4-benzyloxy-1H-indole-2-carboxylate (10.0 g), sodium hydride (1.6 g) and isobutyl iodide (3.3 ml), the title compound (6.0 g) was obtained as a brown oil.

Sources & evidence

ORD record
ord-8a2fbc9921494880befd67ee21a19c9c
Source dataset
uspto-grants-2004_04
Patent number
US06720320B2

Reaction notes

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