Benzoyl chloride → Benzamide, N-(4-hydroxybutyl)-

HRID 1942336Notes

Reaction equation

HRID 1942336 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:10][CH2:11][CH2:12][CH2:13][CH2:14][OH:15].C(N(CC)CC)C.C(=O)([O-])[O-].[Na+].[Na+]>ClCCl>[OH:15][CH2:14][CH2:13][CH2:12][CH2:11][NH:10][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 10340Sodium CarbonateHCID 258684-Amino-1-butanol

Product 1

HCID 11217773Benzamide, N-(4-hydroxybutyl)-

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 1.16 mL (10 mmol) of benzoylchloride in 10 mL dichloromethane is added to 0.93 mL (10 mmol) of 4-amino-butan-1-ol and 4.2 mL (30 mmol) of triethylamine dissolved in 50 mL of dichloromethane. The mixture is stirred overnight. 50 mL of saturated sodium carbonate solution is added. The organic phase is separated, dried with sodium sulfate and the solvent evaporated.

Workup

  1. customThe organic phase is separated
  2. dry with materialdried with sodium sulfate
  3. customthe solvent evaporated

Sources & evidence

ORD record
ord-d7cddf9df1b04cc0ae01a38c48c794fa
Source dataset
uspto-grants-2013_03
Patent number
US08389555B2

Reaction notes

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