Oxalic Acid → HCID 86757083, compound

HRID 377401Notes

Reaction equation

HRID 377401 reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[OH:7][C:8]1[CH:9]=[CH:10][C:11]2[C:15]([CH2:16][C:17]3[CH:22]=[CH:21][C:20]([O:23][C@@H:24]4[CH2:29][CH2:28][CH2:27][CH2:26][C@H:25]4[N:30]4[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]4)=[CH:19][CH:18]=3)=[C:14]([C:36]3[CH:41]=[CH:40][C:39]([O:42][CH2:43][CH2:44][N:45]4[CH2:49][CH2:48][CH2:47][CH2:46]4)=[CH:38][CH:37]=3)[S:13][C:12]=2[CH:50]=1>C(Cl)(Cl)Cl.CCOC(C)=O.C(Cl)(Cl)Cl>[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[OH:7][C:8]1[CH:9]=[CH:10][C:11]2[C:15]([CH2:16][C:17]3[CH:22]=[CH:21][C:20]([O:23][C@@H:24]4[CH2:29][CH2:28][CH2:27][CH2:26][C@H:25]4[N:30]4[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]4)=[CH:19][CH:18]=3)=[C:14]([C:36]3[CH:37]=[CH:38][C:39]([O:42][CH2:43][CH2:44][N:45]4[CH2:46][CH2:47][CH2:48][CH2:49]4)=[CH:40][CH:41]=3)[S:13][C:12]=2[CH:50]=1

Participants

5

Reactant 2

HCID 971Oxalic AcidHCID 18397552HCID 18397552, compound

Product 1

HCID 86757083HCID 86757083, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 21584013Chloroform ethylacetateSolvent

Procedure

In approximately 4 mL of CHCl3 -EtOAc (1:1) was dissolved 14.7 mg (0.164 mmol) of oxalic acid. To this was added dropwise 50.0 mg (0.082 mmol) of (±)-6-hydroxy-3-[4-[[trans-2-(1-piperidyl)cyclohexyl]oxy]benzyl]-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene (Part C) in 7 mL of CHCl3. A white precipitate was formed, and the slurry was sonicated for 30 min and filtered with EtOAc rinse. The precipitate was dried over P2O5 at 55° C. in a vacuum oven.

Workup

  1. customA white precipitate was formed
  2. customthe slurry was sonicated for 30 min
  3. filtrationfiltered with EtOAc
  4. washrinse
  5. dry with materialThe precipitate was dried over P2O5 at 55° C. in a vacuum oven

Sources & evidence

ORD record
ord-12f2f1fd4b1a42cbb64447c6ce75950c
Source dataset
uspto-grants-2000_02
Patent number
US06025382

Reaction notes

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