Ethyl 3-oxo-3-(1,4-dioxaspiro[4.5]decan-8-yl)propanoate → HCID 178515484, compound

HRID 2047054Notes

Reaction equation

HRID 2047054 reaction equation
O=[C:2]([CH:9]1[CH2:18][CH2:17][C:12]2([O:16][CH2:15][CH2:14][O:13]2)[CH2:11][CH2:10]1)[CH2:3][C:4]([O:6]CC)=O.[NH2:19][C:20]1[CH:24]=[CH:23][NH:22][N:21]=1>CCO>[O:13]1[C:12]2([CH2:11][CH2:10][CH:9]([C:2]3[CH:3]=[C:4]([OH:6])[N:21]4[N:22]=[CH:23][CH:24]=[C:20]4[N:19]=3)[CH2:18][CH2:17]2)[O:16][CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 66733231Ethyl 3-oxo-3-(1,4-dioxaspiro[4.5]decan-8-yl)propanoateHCID 178418806HCID 178418806, compound

Product 1

HCID 178515484HCID 178515484, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

To a 20 mL scintillation vial containing ethyl 3-oxo-3-(1,4-dioxaspiro[4.5]decan-8-yl)propanoate (11.7 mmol, 3.00 g) is added 3-amino-1H-pyrazole (11.7 mmol, 973 mg). The two oils were mixed and heated neat at 100° C. for 3 hours. The resulting off-white solid was dissolved up in EtOH (100 mL) and reduced in vacuo to remove water formed during cyclization. This solid was used in the next step without further purification.

Workup

  1. additionThe two oils were mixed
  2. customto remove water
  3. customformed during cyclization
  4. customThis solid was used in the next step without further purification

Sources & evidence

ORD record
ord-9f8dc6d1a07f461ab43307203fe1e194
Source dataset
uspto-grants-2013_11
Patent number
US08591943B2

Reaction notes

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