4-Amino-1-butanol → Naphthalene-2-carboxylic acid (4-hydroxy-butyl)-amide

HRID 1942339Notes

Reaction equation

HRID 1942339 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11](Cl)=[O:12].[NH2:14][CH2:15][CH2:16][CH2:17][CH2:18][OH:19]>O1CCOCC1>[OH:19][CH2:18][CH2:17][CH2:16][CH2:15][NH:14][C:11]([C:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:1]=1)=[O:12]

Participants

4

Reactant 2

HCID 258684-Amino-1-butanolHCID 752462-Naphthoyl chloride

Product 1

HCID 66937296Naphthalene-2-carboxylic acid (4-hydroxy-butyl)-amide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

43 mmol (8.2 g) naphthalen-2-carboxylic acid chloride is dissolved in 50 mL dioxane and dropwise added to a solution of 112 mmol (10.0 g) 4-amino-butan-1-ol in 100 mL dioxane and stirred overnight at room temperature. The mixture is then poured into 200 mL of ice water and filtrated. The white solid separated is dried under vacuum.

Workup

  1. filtrationfiltrated
  2. customThe white solid separated
  3. customis dried under vacuum

Sources & evidence

ORD record
ord-6a24f3f4b9224692b1acc8c51eb819e4
Source dataset
uspto-grants-2013_03
Patent number
US08389555B2

Reaction notes

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