Triethylamine → HCID 11522227, compound

HRID 1483901Notes

Reaction equation

HRID 1483901 reaction equation
[CH2:1]([N:4]1[CH2:9][CH2:8][CH:7]([C:10]2[CH:11]=[C:12]([OH:16])[CH:13]=[CH:14][CH:15]=2)[CH2:6][CH2:5]1)[CH2:2][CH3:3].C(N(CC)CC)C.[CH3:24][S:25](Cl)(=[O:27])=[O:26]>C(Cl)Cl>[CH2:1]([N:4]1[CH2:5][CH2:6][CH:7]([C:10]2[CH:11]=[C:12]([O:16][S:25]([CH3:24])(=[O:27])=[O:26])[CH:13]=[CH:14][CH:15]=2)[CH2:8][CH2:9]1)[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 129889593-(1-Propyl-4-piperidinyl)phenol

Product 1

HCID 11522227HCID 11522227, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
25 °C

Procedure

A solution of 3-(1-propyl-piperidin-4-yl)-phenol (340 mg) and triethylamine (187 mg) in 20 ml of CH2Cl2 was cooled to 0° C. Then methanesulfonyl chloride (194 mg) dissolved in 10 ml of CH2Cl2 was added dropwise. The reaction mixture was allowed to reach room temperature and then stirred for 2.5 h at 25° C. The reaction was finally quenched with water. The organic layer was separated and washed with 10% HCl and then 10% Na2CO3.

Workup

  1. additionwas added dropwise
  2. customto reach room temperature
  3. customThe reaction was finally quenched with water
  4. customThe organic layer was separated
  5. washwashed with 10% HCl

Sources & evidence

ORD record
ord-43bf3c0df0dd4cfd985b9460fd808d5a
Source dataset
uspto-grants-2016_08
Patent number
USRE046117E1

Reaction notes

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