Chloroacetyl chloride → HCID 19828244, compound

HRID 2290787Notes

Reaction equation

HRID 2290787 reaction equation
[Cl:1][CH2:2][C:3](Cl)=[O:4].[CH3:6][C:7]1([CH3:18])[CH2:12][CH:11]([NH:13][CH2:14][CH3:15])[CH2:10][C:9]([CH3:17])([CH3:16])[NH:8]1.[OH-].[Na+]>C(Cl)Cl.O>[Cl:1][CH2:2][C:3]([N:13]([CH2:14][CH3:15])[CH:11]1[CH2:12][C:7]([CH3:6])([CH3:18])[NH:8][C:9]([CH3:17])([CH3:16])[CH2:10]1)=[O:4]

Participants

6

Reactant 3

HCID 6577Chloroacetyl chlorideHCID 14798Sodium HydroxideHCID 13183861N-Ethyl-2,2,6,6-tetramethylpiperidin-4-amine

Product 1

HCID 19828244HCID 19828244, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent2×

Conditions

Temperature
-20 °C

Procedure

A solution of 23.16 g (0.205 mol) of chloroacetyl chloride in 30 ml of methylene chloride is slowly added to a solution of 36.85 g (0.2 mol) of N-(2,2,6,6-tetramethyl-piperidin-4-yl)-ethylamine in 160 ml of methylene chloride cooled to -20° C., taking care that the temperature does not rise above -10° C. The mixture is stirred for one hour and then left to stand, allowing the temperature to rise to 0° C.; a solution of 8.4 g (0.21 mol) of sodium hydroxide in 35 ml of water is then added in the course of 1 hour.

Workup

  1. customdoes not rise above -10° C
  2. waitleft
  3. customto rise to 0° C.

Sources & evidence

ORD record
ord-26aff4bbd63d42d486a05403a2af8c27
Source dataset
uspto-grants-1986_10
Patent number
US04618634

Reaction notes

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