Formaldehyde → Ethyl (1-phenyl-1,3-diazaspiro[4.5]dec-3-yl)acetate

HRID 1894854Notes

Reaction equation

HRID 1894854 reaction equation
[C:1]1([NH:7][C:8]2([CH2:14][NH:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:22]=O>ClCCl>[C:1]1([N:7]2[C:8]3([CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]3)[CH2:14][N:15]([CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:22]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 86646976Ethyl [(1-phenylaminocyclohexylmethyl)amino]acetate

Product 1

HCID 86646977Ethyl (1-phenyl-1,3-diazaspiro[4.5]dec-3-yl)acetateYield 98%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
100 °C

Procedure

510 mg (1.75 mmol) of ethyl [(1-phenylaminocyclohexylmethyl)amino]-acetate are dissolved in 10 ml of dichloromethane and 10 ml of formaldehyde are added. The solution is heated to 100° C. with microwaves for 30 min. The medium is poured into dichloromethane and washed with water. The organic phases are collected and then dried over sodium sulfate. The solvents are evaporated. 520 mg of ethyl (1-phenyl-1,3-diazaspiro[4.5]dec-3-yl)acetate are obtained in the form of a colorless oil. Yield=98%.

Workup

  1. washwashed with water
  2. customThe organic phases are collected
  3. dry with materialdried over sodium sulfate
  4. customThe solvents are evaporated

Sources & evidence

ORD record
ord-5916c4f0847f4571a3cdd3f5e3cdb214
Source dataset
uspto-grants-2013_08
Patent number
US08513307B2

Reaction notes

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