Triethylamine → HCID 22137380, compound

HRID 1827588Notes

Reaction equation

HRID 1827588 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH:18]3[CH2:23][CH2:22][CH2:21][CH2:20][O:19]3)=[CH:13][CH:12]=2)=[CH:5][CH:4]=1.C(N(CC)CC)C.[C:31]1([CH3:43])[CH:36]=[C:35]([CH3:37])[CH:34]=[C:33]([CH3:38])[C:32]=1[S:39](Cl)(=[O:41])=[O:40].C(=O)(O)[O-].[Na+]>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N:9]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH:18]3[CH2:23][CH2:22][CH2:21][CH2:20][O:19]3)=[CH:13][CH:12]=2)[S:39]([C:32]2[C:33]([CH3:38])=[CH:34][C:35]([CH3:37])=[CH:36][C:31]=2[CH3:43])(=[O:41])=[O:40])=[CH:7][CH:8]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 130462-Mesitylenesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 22137452HCID 22137452, compound

Product 1

HCID 22137380HCID 22137380, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (4-methoxy-phenyl)-[4-(tetrahydro-pyran-2-yloxy)-benzyl]-amine (0.100 g, 0.319 mmol) and triethylamine (0.133 mL, 0.957 mmol) in 2 mL methylene chloride was added 2-mesitylenesulfonyl chloride (0.139 g, 0.638 mmol). The reaction mixture was stirred at room temperature overnight. Saturated aqueous sodium bicarbonate was added and the layers were separated. The aqueous layer was extracted with 2 mL methylene chloride and the combined organic layers were evaporated to afford the title compound of Step A which was used in the next step without further purification.

Workup

  1. customthe layers were separated
  2. extractionThe aqueous layer was extracted with 2 mL methylene chloride
  3. customthe combined organic layers were evaporated

Sources & evidence

ORD record
ord-811c3e36444049d196cbe9546bff2911
Source dataset
uspto-grants-2006_05
Patent number
US07053212B2

Reaction notes

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