Ethyl bromoacetate → HCID 20492346, compound

HRID 2071937Notes

Reaction equation

HRID 2071937 reaction equation
[CH2:1]([O:8][CH:9]1[CH2:14][C:13]([CH3:16])([CH3:15])[NH:12][C:11]([CH3:18])([CH3:17])[CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22]>C(O)C>[CH2:1]([O:8][CH:9]1[CH2:14][C:13]([CH3:16])([CH3:15])[N:12]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:11]([CH3:18])([CH3:17])[CH2:10]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 7748Ethyl bromoacetateHCID 138417214-(Benzyloxy)-2,2,6,6-tetramethylpiperidine

Product 1

HCID 20492346HCID 20492346, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4-benzyloxy-2,2,6,6-tetramethylpiperidine and 1.67 parts of ethyl α-bromoacetate in 30 parts of ethyl alcohol was heated under reflux conditions for 115 hours. The ethyl alcohol solvent was removed by distillation under reduced pressure and the residue fractionally distilled to give 4-benzyloxy-1-ethoxycarbonylmethyl-2,2,6,6-tetramethylpiperidine having a boiling point of 145°-6° C at 0.2 m.m. of Hg. and the following elemental analysis by weight:

Workup

  1. temperaturewas heated under reflux conditions for 115 hours
  2. customThe ethyl alcohol solvent was removed by distillation under reduced pressure
  3. distillationthe residue fractionally distilled

Sources & evidence

ORD record
ord-381a271ae701481e9cc4e2d453ac18c6
Source dataset
uspto-grants-1977_09
Patent number
US04049647

Reaction notes

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