Acetic Anhydride → HCID 58547206, compound

HRID 1850315Notes

Reaction equation

HRID 1850315 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:11][C:10]2([CH2:14][NH:13][CH2:12]2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[K+].[CH3:17][C:18](OC(C)=O)=[O:19]>C(Cl)Cl>[C:1]([O:5][C:6]([N:8]1[CH2:11][C:10]2([CH2:12][N:13]([C:18](=[O:19])[CH3:17])[CH2:14]2)[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 14797Potassium HydroxideHCID 401519812-Boc-2,6-diazaspiro(3.3)heptane

Product 1

HCID 58547206HCID 58547206, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 2,6-diaza-spiro[3.3]heptane-2-carboxylic acid tert-butyl ester (130) (purchased from WUXI APPTEC®) ((500 mg, 2.73 mmol) in CH2Cl2 (10 mL) were added KOH (459 mg, 8.19 mmol) and Ac2O (279 mg, 2.73 mmol). The reaction mixture was stirred at RT for 1 h, then diluted with CH2Cl2 (20 mL), washed with H2O (20 mL). The organic layer was washed with brine (20 mL), dried over Na2SO4, and filtered, evaporated to give the product (131) (510 mg, 2.13 mmol, yield: 78%). ESI-MS (M+1): 241 calc. for C12H20N2O3 240.

Workup

  1. washwashed with H2O (20 mL)
  2. washThe organic layer was washed with brine (20 mL)
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-662d079a94214ae5b8f9be88fc85f449
Source dataset
uspto-grants-2015_02
Patent number
US08957073B2

Reaction notes

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