Water → 2-Chloro-N-(2,2-dimethoxyethyl)-N-methylacetamide

HRID 2384538Notes

Reaction equation

HRID 2384538 reaction equation
[Cl:1][CH2:2][C:3](Cl)=[O:4].[CH3:6][O:7][CH:8]([O:12][CH3:13])[CH2:9][NH:10][CH3:11].C(=O)([O-])[O-].[K+].[K+].O>CC1CCCO1>[Cl:1][CH2:2][C:3]([N:10]([CH2:9][CH:8]([O:12][CH3:13])[O:7][CH3:6])[CH3:11])=[O:4]

Participants

6

Reactant 4

HCID 962WaterHCID 6577Chloroacetyl chlorideHCID 85032,2-DimethoxyethylmethylamineHCID 11430Potassium Carbonate

Product 1

HCID 128507002-Chloro-N-(2,2-dimethoxyethyl)-N-methylacetamide

Reagents, catalysts & solvents 1

HCID 73012-MethyltetrahydrofuranSolvent2×

Procedure

195 ml chloroacetyl chloride in 200 ml 2-methyltetrahydrofuran are added dropwise at 2° C. within one hour to a mixture of 300 ml (methylamino)-acetaldehyde dimethylacetal, 1200 ml 2-methyltetrahydrofuran and 1200 ml saturated potassium carbonate solution. After 40 min 1450 ml of water are added and the phases are separated. The aqueous phase is extracted with 600 ml 2-methyltetrahydrofuran. The combined organic phases are dried on sodium sulphate and evaporated down. 451 g product remain.

Workup

  1. customthe phases are separated
  2. extractionThe aqueous phase is extracted with 600 ml 2-methyltetrahydrofuran
  3. customThe combined organic phases are dried on sodium sulphate
  4. customevaporated down

Sources & evidence

ORD record
ord-2be1cabd6a964cc6b4d26a664027d6ff
Source dataset
uspto-grants-2012_09
Patent number
US08263768B2

Reaction notes

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