Dichloromethane → Ethyl 3,4,4-trimethoxypiperidine-1-carboxylate

HRID 643727Notes

Reaction equation

HRID 643727 reaction equation
[CH3:1][O:2][CH:3]1[C:8]([O:11][CH3:12])([O:9][CH3:10])[CH2:7][CH2:6][NH:5][CH2:4]1.C(Cl)Cl.Cl[C:17]([O:19][CH2:20][CH3:21])=[O:18].C(N(CC)CC)C>>[CH3:1][O:2][CH:3]1[C:8]([O:11][CH3:12])([O:9][CH3:10])[CH2:7][CH2:6][N:5]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:4]1

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 198835163,4,4-Trimethoxypiperidine

Product 1

HCID 3019431Ethyl 3,4,4-trimethoxypiperidine-1-carboxylate

Procedure

The title compound was prepared by taking 3,4,4-trimethoxypiperidine (150 mg, 0.00086 mol) in Methylene chloride (10 mL, 0.2 mol) and adding Ethyl chloroformate (0.098 mL, 0.0010 mol) and Triethylamine (0.24 mL, 0.0017 mol). The reaction was stirred overnight and then quenched with NaHCO3. The crude was obtained by evaporating the organic layer and was taken to the next step as-is (210 mg, 99%). MS calculated for C11H21NO5: (M+H) 248; found 248.1.

Workup

  1. customquenched with NaHCO3
  2. customThe crude was obtained
  3. customby evaporating the organic layer

Sources & evidence

ORD record
ord-becbfeea679442c58c46818c266f9758
Source dataset
uspto-grants-2010_04
Patent number
US07700624B2

Reaction notes

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