Water → HCID 86741243, compound

HRID 980902Notes

Reaction equation

[C:1](Cl)(=O)C.CC(NCC[C:11]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[Cl:29])([CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)[C:12]([NH2:14])=[O:13])C.[CH2:30]([N:32]([CH2:35][CH3:36])[CH2:33][CH3:34])[CH3:31].[OH2:37]>C(Cl)(Cl)Cl>[C:30]([N:32]([CH:35]([CH3:1])[CH3:36])[CH2:33][CH2:34][CH:22]1[CH2:21][CH2:20][CH2:19][CH2:18][N:17]1[CH2:16][CH2:15][CH:11]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[Cl:29])[C:12]([NH2:14])=[O:13])(=[O:37])[CH3:31]

Participants

Conditions

Temperature: 0 °C

Procedure

1.37 g of acetyl chloride is added to 6.0 g of α-[2-(1-methylethyl)aminoethyl]-α-(2-chlorophenyl)-1-piperidinebutanamide in 100 ml of chloroform and 1.71 g of triethylamine at 0° C. under nitrogen atmosphere. The reaction mixture is stirred at 0° C. for 1 hour, then allowed to warm to room temperature and poured into water. The layers are separated and the organic extract is washed with water and dried over magnesium sulfate. The solvent is removed by evaporation under reduced pressure to provide crude product which is crystallized from ethyl acetate to provide 4.51 g of α-[2-[acetyl(1-methylethyl)amino]ethyl-α-(2-chlorophenyl)-1-piperidinebutanamide having the formula ##STR11##

Workup

temperatureto warm to room temperature
customThe layers are separated
extractionthe organic extract
washis washed with water
dry with materialdried over magnesium sulfate
customThe solvent is removed by evaporation under reduced pressure
customto provide crude product which
customis crystallized from ethyl acetate

Sources & evidence

ORD record: ord-055459b38af748b8897cd7fabd50f9b9
Source dataset: uspto-grants-1987_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04639524

Reaction notes

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