Benzylethanolamine → HCID 86086575, compound

HRID 899155Notes

Reaction equation

HRID 899155 reaction equation
[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:11]([NH:18][CH2:19][CH2:20][OH:21])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(N([CH2:27][CH3:28])CC)C>ClCCl>[C:1]1([S:7]([N:18]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:19][CH2:20][O:21][S:7]([C:28]2[CH:27]=[CH:3][CH:2]=[CH:1][CH:6]=2)(=[O:9])=[O:8])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 4348BenzylethanolamineHCID 7369Benzenesulfonyl chlorideHCID 8471Triethylamine

Product 1

HCID 86086575HCID 86086575, compoundYield 198.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Benzenesulfonyl chloride (2.2 ml, 0.0175 mol) was added dropwise at 0° C. to a well-stirred solution of N-benzyl ethanolamine (1 g, 0.7 mmol) and triethylamine (2.4 ml. 0.0175 mol) in dry dichloromethane (10 ml). The reaction mixture was stirred at room temperature for 1 h and quenched with water. The compound was extracted with dichloromethane, organic layer was washed with water, brine and dried over sodium sulfate. Solvent evaporation under reduced pressure afforded 0.6 g of the desired product as a solid. This was directly taken for next step without further purification.

Workup

  1. customquenched with water
  2. extractionThe compound was extracted with dichloromethane, organic layer
  3. washwas washed with water, brine
  4. dry with materialdried over sodium sulfate
  5. customSolvent evaporation under reduced pressure

Sources & evidence

ORD record
ord-b9f56335e67947a98071260cc2a5fb1a
Source dataset
uspto-grants-2008_04
Patent number
US07354917B2

Reaction notes

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