Acetyl chloride → HCID 66798843, compound

HRID 1193347Notes

Reaction equation

HRID 1193347 reaction equation
[CH3:1][N:2]([CH:10]1[CH2:15][CH2:14][N:13]([C:16](=[O:25])[CH2:17][CH2:18][N:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)[CH2:12][CH2:11]1)C(=O)OC(C)(C)C.C([Cl:29])(=O)C>C(O)C>[ClH:29].[CH3:1][NH:2][CH:10]1[CH2:11][CH2:12][N:13]([C:16](=[O:25])[CH2:17][CH2:18][N:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)[CH2:14][CH2:15]1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 66805508HCID 66805508, compound

Product 1

HCID 66798843HCID 66798843, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

tert-Butyl methyl(1-(3-(piperidin-1-yl)propanoyl)piperidin-4-yl)carbamate (2.461 mmol, 1 eq) was dissolved in ethanol (9 ml), and acetyl chloride (12.31 mmol, 5.0 eq) was added while cooling with ice. The reaction mixture was stirred for 16 hours at RT and then concentrated. The residue was taken up in a small amount of acetone, and a solid was precipitated by addition of diethyl ether. The solid was filtered off, washed with diethyl ether and dried. Yield: >99%

Workup

  1. temperaturewhile cooling with ice
  2. concentrationconcentrated
  3. customa solid was precipitated by addition of diethyl ether
  4. filtrationThe solid was filtered off
  5. washwashed with diethyl ether
  6. customdried

Sources & evidence

ORD record
ord-7199fa8886c849b1b460f7c19b5da2f5
Source dataset
uspto-grants-2014_03
Patent number
US08680159B2

Reaction notes

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