Hydrochloric Acid → 2,6-Diazaspiro[3.4]octane-6-carboxylic acid, phenylmethyl ester

HRID 1959432Notes

Reaction equation

HRID 1959432 reaction equation
[CH2:1]1[C:4]2([CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[O:10])[CH2:5]2)[CH2:3][N:2]1C(OC(C)(C)C)=O.Cl>C(Cl)Cl.O1CCOCC1>[CH2:3]1[C:4]2([CH2:5][N:6]([C:9]([O:11][CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[O:10])[CH2:7][CH2:8]2)[CH2:1][NH:2]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66744790HCID 66744790, compound

Product 1

HCID 667441512,6-Diazaspiro[3.4]octane-6-carboxylic acid, phenylmethyl ester

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 6-benzyl 2-tert-butyl 2,6-diazaspiro[3.4]octane-2,6-dicarboxylate (705 mg, 2.0 mmol) in DCM (1 mL) was treated with hydrogen chloride (5 mL of 4 M, 20 mmol) in dioxane. The reaction mixture was stirred at room temperature for 1 h. The solvent was removed under reduced pressure to obtain benzyl 2,7-diazaspiro[3.4]octane-7-carboxylate. LC/MS m/z 247.3 [M+H]+.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-060d5f1d910643a7a645278de1b3d06e
Source dataset
uspto-grants-2013_04
Patent number
US08410112B2

Reaction notes

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