Chloroacetyl chloride → HCID 13279949, compound

HRID 1249168Notes

Reaction equation

HRID 1249168 reaction equation
[Cl:1][CH2:2][C:3](Cl)=[O:4].[Cl:6][C:7]1[CH:8]=[C:9]([C:14]2([CH2:18][NH2:19])[CH2:17][CH2:16][CH2:15]2)[CH:10]=[CH:11][C:12]=1[Cl:13].C(N(CC)CC)C>CCOCC>[Cl:1][CH2:2][C:3]([NH:19][CH2:18][C:14]1([C:9]2[CH:10]=[CH:11][C:12]([Cl:13])=[C:7]([Cl:6])[CH:8]=2)[CH2:17][CH2:16][CH2:15]1)=[O:4]

Participants

5

Reactant 3

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 132799481-(3,4-Dichlorophenyl)cyclobutanemethanamine

Product 1

HCID 13279949HCID 13279949, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of chloroacetylchloride (3 g) in dry ether was added dropwise to a stirred solution of [1-(3,4-dichlorophenyl)cyclobutyl]methylamine (6.2 g prepared from the hydrochloride salt described above) and triethylamine (2.9 g) in dry ether (20 ml) at a temperature of 5° to 10° C. The mixture was stirred for four hours, filtered and the filtrate washed with water, dried and evaporated to give N-(2-chloroacetyl)[1-(3,4-dichlorophenyl)cyclobutyl]methylamine (m.p. 104°-105° C.).

Workup

  1. customat a temperature of 5° to 10° C
  2. filtrationfiltered
  3. washthe filtrate washed with water
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-f56804f51bac4afe917af790e61d247f
Source dataset
uspto-grants-1986_12
Patent number
US04629727

Reaction notes

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