Hydrochloric Acid → (2R)-2-[[4-(4-Chlorophenoxy)phenoxy]methyl]pyrrolidine

HRID 1909629Notes

Reaction equation

HRID 1909629 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=2)=[CH:17][CH:16]=1)=O)(C)(C)C.Cl>O1CCOCC1>[Cl:28][C:25]1[CH:26]=[CH:27][C:22]([O:21][C:18]2[CH:19]=[CH:20][C:15]([O:14][CH2:13][C@H:9]3[CH2:10][CH2:11][CH2:12][NH:8]3)=[CH:16][CH:17]=2)=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 44819168HCID 44819168, compound

Product 1

HCID 42641832(2R)-2-[[4-(4-Chlorophenoxy)phenoxy]methyl]pyrrolidineYield 94.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Following the general procedure for Example 11 (step 4), the product from step 3 (3.60 g, 8.91 mmol) was treated with 4M HCl in dioxane (6 mL) to afford the title compound (2.56 g, 84%) as a white solid.

Sources & evidence

ORD record
ord-9d7754fa3bee4d018ee1b701542ddb7c
Source dataset
uspto-grants-2013_12
Patent number
US08598359B2

Reaction notes

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