Diethyl Ether → HCID 45262950, compound

HRID 653439Notes

Reaction equation

HRID 653439 reaction equation
[CH3:1][NH:2][C@@H:3]1[CH2:8][CH2:7][CH2:6][CH2:5][C@H:4]1[N:9]1[CH2:13][CH2:12][CH2:11][CH2:10]1.[Cl:14][C:15]1[CH:25]=[CH:24][C:18]([O:19][CH2:20][C:21]([OH:23])=O)=[CH:17][CH:16]=1.CCOCC>C(Cl)Cl>[ClH:14].[Cl:14][C:15]1[CH:16]=[CH:17][C:18]([O:19][CH2:20][C:21]([N:2]([CH3:1])[C@@H:3]2[CH2:8][CH2:7][CH2:6][CH2:5][C@H:4]2[N:9]2[CH2:13][CH2:12][CH2:11][CH2:10]2)=[O:23])=[CH:24][CH:25]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 26229(4-Chlorophenoxy)acetic acidHCID 13377463Cyclohexanamine, N-methyl-2-(1-pyrrolidinyl)-, trans-

Product 1

HCID 45262950HCID 45262950, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Trans-N-Methyl-2-(1-pyrrolidinyl]cyclohexanamine (0.182 g) was dissolved in methylene chloride (10 ml) and stirred at room temperature. The acid chloride of 4-chlorophenoxyacetic acid (0.205 g) dissolved in methylene chloride (10 ml) was added and let stand for 12 hours. Ether was added to rapidly stirred solution until no more precipitate appeared. After further rapid stirring for one hour, the precipitate was filtered and dried in a vacuum oven at 90° C. for one hour, and stored in a predried bottle. The product was in the form of white needles (360 mg) mp 184°-186° C.

Workup

  1. additionwas added
  2. stirringAfter further rapid stirring for one hour
  3. filtrationthe precipitate was filtered
  4. customdried in a vacuum oven at 90° C. for one hour

Sources & evidence

ORD record
ord-2a37d18ed7c845d8834bbca9ece4cf60
Source dataset
uspto-grants-1987_06
Patent number
US04677122

Reaction notes

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