Triethylamine → HCID 9245646, compound

HRID 1487121Notes

Reaction equation

HRID 1487121 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][CH:12]=1)[C:7](Cl)=[O:8])([O-:3])=[O:2].Cl.[NH:14]1[CH2:19][CH2:18][C:17](=[O:20])[CH2:16][CH2:15]1.C(N(CC)CC)C>C(Cl)Cl>[OH:20][CH:17]1[CH2:18][CH2:19][N:14]([C:7]([C:6]2[CH:10]=[CH:11][CH:12]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)=[O:8])[CH2:15][CH2:16]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 8495Benzoyl chloride, 3-nitro-HCID 30848514-Piperidone hydrochloride

Product 1

HCID 9245646HCID 9245646, compoundYield 66.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 3-nitrobenzoyl chloride (10.0 g, 53.9 mmol) in DCM (10 ml) was added piperidin-4-one hydrochloride (10.96 g, 81.0 mmol) and triethylamine (22.53 ml, 162.0 mmol). The reaction mixture was stirred at room temperature for 30 min and evaporated to dryness. The crude material was treated with diethyl ether, solid obtained was filtered and dried under vacuum to give the title compound (9.0 gm).

Workup

  1. customevaporated to dryness
  2. additionThe crude material was treated with diethyl ether, solid
  3. customobtained
  4. filtrationwas filtered
  5. customdried under vacuum

Sources & evidence

ORD record
ord-82ed4cadd1de4b04b50cdd8573c3d2dc
Source dataset
uspto-grants-2016_08
Patent number
US09428499B2

Reaction notes

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