Hydrochloric Acid → HCID 20492236, compound

HRID 1605490Notes

Reaction equation

HRID 1605490 reaction equation
[OH:1][C:2]1[C:11]([C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:10][C:5]([CH2:6]N(C)C)=[CH:4][C:3]=1[CH3:16].[CH2:17]([O:35][C:36](=[O:59])[CH2:37][C:38]([O:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH3:58])=[O:39])[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][CH2:31][CH2:32][CH2:33][CH3:34].[CH3:60][O-:61].[Na+].Cl>C1(C)C=CC=CC=1.C(Cl)Cl.O>[CH2:17]([O:35][C:36](=[O:59])[C:37]([CH2:16][C:3]1[CH:2]=[C:11]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:60]([OH:61])=[C:5]([CH3:6])[CH:4]=1)([CH2:6][C:5]1[CH:10]=[C:11]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:2]([OH:1])=[C:3]([CH3:16])[CH:4]=1)[C:38]([O:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH3:58])=[O:39])[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][CH2:31][CH2:32][CH2:33][CH3:34]

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 2314762-tert-Butyl-4-[(dimethylamino)methyl]-6-methylphenolHCID 10875784HCID 10875784, compoundHCID 10942334Sodium Methoxide

Product 1

HCID 20492236HCID 20492236, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 1140TolueneSolventHCID 6344DichloromethaneSolvent

Procedure

27.6 G (0.125 mole) of (4-hydroxy-3-methyl-5-tert. butylbenzyl) dimethylamine, 30.5 g (0.05 mole) of malonic acid distearyl ester, and 0.5 g of sodium methylate were refluxed in 100 cc of absolute toluene for 21/2 hours while a current of nitrogen was passed through the reaction mixture. After cooling, the reaction mixture was diluted with methylene chloride, shaken out with 2N hydrochloric acid and water, and evaporated to dryness. The residue was slurried in methanol, filtered, and washed.

Workup

  1. temperatureAfter cooling
  2. customevaporated to dryness
  3. filtrationfiltered
  4. washwashed

Sources & evidence

ORD record
ord-26542d5beca74a81b71b08fc85326fff
Source dataset
uspto-grants-1976_04
Patent number
US03950382

Reaction notes

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