Methyl iodide → allyl N-methyl-4-[3-(1-adamantyl)-4-methoxyethoxymethoxybenzamido]benzoate

HRID 1957708Notes

Reaction equation

HRID 1957708 reaction equation
[C:1]12([C:11]3[CH:12]=[C:13]([CH:29]=[CH:30][C:31]=3[O:32][CH2:33][O:34][CH2:35][CH2:36][O:37][CH3:38])[C:14]([NH:16][C:17]3[CH:28]=[CH:27][C:20]([C:21]([O:23][CH2:24][CH:25]=[CH2:26])=[O:22])=[CH:19][CH:18]=3)=[O:15])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.I[CH3:40]>>[CH3:40][N:16]([C:17]1[CH:28]=[CH:27][C:20]([C:21]([O:23][CH2:24][CH:25]=[CH2:26])=[O:22])=[CH:19][CH:18]=1)[C:14](=[O:15])[C:13]1[CH:29]=[CH:30][C:31]([O:32][CH2:33][O:34][CH2:35][CH2:36][O:37][CH3:38])=[C:11]([C:1]23[CH2:10][CH:5]4[CH2:4][CH:3]([CH2:9][CH:7]([CH2:6]4)[CH2:8]2)[CH2:2]3)[CH:12]=1

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 67663874Allyl 4-[3-(1-adamantyl)-4-methoxyethoxymethoxybenzamido]benzoate

Product 1

HCID 131720778allyl N-methyl-4-[3-(1-adamantyl)-4-methoxyethoxymethoxybenzamido]benzoate

Procedure

In a manner analogous to that of Example 16(a), 1.35 g (2.6 mmol) of allyl 4-[3-(1-adamantyl)-4-methoxyethoxymethoxybenzamido]-benzoate prepared in Example 10(d) was reacted with 190 μl (3.1 mmol) of iodomethane and 1.38 g (100%) of the expected allylic ester was recovered.

Workup

  1. customwas recovered

Sources & evidence

ORD record
ord-057a1328cdc143d29f5744aa95d0ef7c
Source dataset
uspto-grants-1998_07
Patent number
US05786379

Reaction notes

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