Trityl chloride → HCID 21699548, compound

HRID 1597267Notes

Reaction equation

HRID 1597267 reaction equation
Cl.[CH:2]1([C:5]([NH:7][C:8]2([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[O:6])[CH2:4][CH2:3]1.[C:20](Cl)([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(N(CC)CC)C>C(Cl)Cl>[CH:2]1([C:5]([NH:7][C:8]2([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:9][CH2:10][N:11]([C:20]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)([C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)[C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH2:12][CH2:13]2)=[O:6])[CH2:3][CH2:4]1

Participants

5

Reactant 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 21699559HCID 21699559, compound

Product 1

HCID 21699548HCID 21699548, compoundYield 102.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 0.565 g of 4-(cyclopropylcarbonylamino)-4-phenylpiperidine hydrochloride in 50 ml of DCM is cooled to +5° C., 0.565 g of trityl chloride is added followed by 0.7 ml of triethylamine and the mixture is kept stirring while allowing the temperature to rise to RT. The reaction mixture is washed with water, the organic phase dried over MgSO4 and the solvent evaporated under vacuum. 1 g of the expected product is obtained after crystallization from ether.

Workup

  1. temperatureis cooled to +5° C.
  2. customto rise to RT
  3. washThe reaction mixture is washed with water
  4. dry with materialthe organic phase dried over MgSO4
  5. customthe solvent evaporated under vacuum

Sources & evidence

ORD record
ord-5882a15fb42945a685bafd46ce5eb66e
Source dataset
uspto-grants-2001_09
Patent number
US06294537B1

Reaction notes

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