Dichloromethane → HCID 20499026, compound

HRID 128335

Reaction equation

HRID 128335 reaction equation
Cl.[CH:2]1([CH2:8][NH:9][C:10]2[CH:20]=[CH:19][C:13]([CH2:14][CH2:15][C:16](Cl)=[O:17])=[CH:12][CH:11]=2)[CH2:7][CH2:6][CH:5]=[CH:4][CH2:3]1.C(Cl)Cl.[OH:24][CH:25]([CH2:30][CH3:31])[C:26]([O:28][CH3:29])=[O:27].C(N(CC)CC)C>CCOCC>[CH:2]1([CH2:8][NH:9][C:10]2[CH:20]=[CH:19][C:13]([CH2:14][CH2:15][C:16]([O:24][CH:25]([C:26]([O:28][CH3:29])=[O:27])[CH2:30][CH3:31])=[O:17])=[CH:12][CH:11]=2)[CH2:7][CH2:6][CH:5]=[CH:4][CH2:3]1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 520445Methyl 2-hydroxybutanoateHCID 20498938HCID 20498938, compound

Product 1

HCID 20499026HCID 20499026, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 10.0 g. 4-(cyclohex-3-enylmethylamino)hydrocinnamoyl chloride hydrochloride in 200 ml. methylene chloride is added dropwise a solution of 3 g. methyl 2-hydroxybutyrate and 5 g. triethylamine in 100 ml. ether. After 17 hours stirring at room temperature, the precipitate is collected and washed with several portions of ether. The ether solution is washed with water, dried and evaporated to yield 1-(methoxycarbonyl)propyl 4-(cyclohex-3-enylmethylamino)hydrocinnamate as a white solid.

Workup

  1. customthe precipitate is collected
  2. washwashed with several portions of ether
  3. washThe ether solution is washed with water
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-ea03a9192e7447e3bb69d05468adc2b6
Source dataset
uspto-grants-1981_03
Patent number
US04259352

Linked notes

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