Methylamine → HCID 86744099, compound

HRID 2165751Notes

Reaction equation

HRID 2165751 reaction equation
COC(=O)[C@@H:4]1CCC[N:5]1[C:9](=[O:31])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]/[CH:21]=[CH:22]\[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30].C(O)(=O)CCCCCCCCCCC/C=C\CCCCCCCC.CN>>[CH3:4][NH:5][C:9](=[O:31])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]/[CH:21]=[CH:22]\[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

Participants

4

Reactant 3

HCID 6329MethylamineHCID 5281116Erucic AcidHCID 70363053HCID 70363053, compound

Product 1

HCID 86744099HCID 86744099, compoundYield 51%

Procedure

In a manner similar to (i), erucic acid (3.39 g) was converted to its acid chloride, to which was added a 40% aqueous solution of methylamine. The mixture was stirred for 30 minutes under ice-cooling. The reaction mixture was subjected to extraction with isopropyl ether. The extract was dried and concentrated. The concentrate was recrystallized from hexane to afford pale orange crystals [1.80 g (yield 51%)], m.p. 48 to 49° C.

Workup

  1. temperaturecooling
  2. extractionThe reaction mixture was subjected to extraction with isopropyl ether
  3. customThe extract was dried
  4. concentrationconcentrated
  5. customThe concentrate was recrystallized from hexane
  6. customto afford pale orange crystals [1.80 g (yield 51%)], m.p. 48 to 49° C.

Sources & evidence

ORD record
ord-dd2638774b3c44e69d4c037f3dc243de
Source dataset
uspto-grants-1990_07
Patent number
US04940730

Reaction notes

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