Ethyl 4-bromomethylcinnamate → Ethyl (E)-4-[(2,4-dimethyl-3-octadecanoylpyrrol-1-yl)methyl]cinnamate

HRID 382825Notes

Reaction equation

HRID 382825 reaction equation
[CH3:1][C:2]1[NH:3][CH:4]=[C:5]([CH3:26])[C:6]=1[C:7](=[O:25])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24].Br[CH2:28][C:29]1[CH:41]=[CH:40][C:32](/[CH:33]=[CH:34]/[C:35]([O:37][CH2:38][CH3:39])=[O:36])=[CH:31][CH:30]=1>>[CH3:1][C:2]1[N:3]([CH2:28][C:29]2[CH:41]=[CH:40][C:32](/[CH:33]=[CH:34]/[C:35]([O:37][CH2:38][CH3:39])=[O:36])=[CH:31][CH:30]=2)[CH:4]=[C:5]([CH3:26])[C:6]=1[C:7](=[O:25])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]

Participants

3

Reactant 2

HCID 12870366Ethyl 4-bromomethylcinnamateHCID 183620652,4-Dimethyl-3-octadecanoylpyrrole

Product 1

HCID 131722939Ethyl (E)-4-[(2,4-dimethyl-3-octadecanoylpyrrol-1-yl)methyl]cinnamate

Procedure

Preparation as in Example 2C with 362 mg (1 mmol) of 2,4-dimethyl-3-octadecanoylpyrrole (Lehr M., WO95/13266) in place of 3-dodecanoyl-2,4-dimethylpyrrole and with ethyl (E)-4-(bromomethyl)-cinnamate in place of ethyl (E)-3-(bromo-methyl)cinnamate.

Sources & evidence

ORD record
ord-86426443a1664299b4abe3eb673e50d5
Source dataset
uspto-grants-2001_10
Patent number
US06310217B1

Reaction notes

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