1-Bromooctadecane → 3,5-Dioctadecyloxybenzoic acid ethyl ester

HRID 465877

Reaction equation

HRID 465877 reaction equation
[CH2:1]([O:3][C:4](=[O:13])[C:5]1[CH:10]=[C:9]([OH:11])[CH:8]=[C:7]([OH:12])[CH:6]=1)[CH3:2].[CH2:14](Br)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31].[Na]>C(O)C>[CH2:1]([O:3][C:4](=[O:13])[C:5]1[CH:10]=[C:9]([O:11][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[CH:8]=[C:7]([O:12][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH3:14])[CH:6]=1)[CH3:2]

Participants

5

Reactant 3

HCID 82181-BromooctadecaneHCID 20098Benzoic acid, 3,5-dihydroxy-, ethyl esterHCID 5360545Sodium

Product 1

HCID 537314753,5-Dioctadecyloxybenzoic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

50 m mol of 3,5-dihydroxybenzoic acid ethyl ester, 120 m mol of stearyl bromide, and 110 m mol of sodium were made to react in ethanol, thereby forming 35 m mol of 3,5-dioctadecyloxybenzoic acid ethyl ester. This ester, 25 m mol, was first hydrolyzed into the corresponding acid, which in turn was converted into its acid chloride. The acid chloride was reacted in the same way as in Example 1, whereby 10 m mol of N-(3,5-dioctadecyloxybenzoyl)-N'methylsulfonyl-p-quinonediimine was obtained which is represented by the following formula: ##STR30##

Sources & evidence

ORD record
ord-0708f62d736c4ba789917a02358715dc
Source dataset
uspto-grants-1992_10
Patent number
US05153680

Linked notes

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