Butylamine → HCID 12769380, compound

HRID 848440Notes

Reaction equation

HRID 848440 reaction equation
[CH2:1]([C:4]1([C:10]([OH:12])=[O:11])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)[CH2:2][CH3:3].S(Cl)([Cl:15])=O.[CH2:17]([NH2:21])[CH2:18][CH2:19][CH3:20]>CCOCC>[CH2:1]([C:4]1([C:10]([Cl:15])=[O:12])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)[CH2:2][CH3:3].[CH2:17]([NH:21][C:10]([C:4]1([CH2:1][CH2:2][CH3:3])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]1)=[O:11])[CH2:18][CH2:19][CH3:20]

Participants

6

Reactant 3

HCID 8007ButylamineHCID 24386Thionyl ChlorideHCID 2188899456164-66-0

Product 2

HCID 12769380HCID 12769380, compoundHCID 22182777HCID 22182777, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

1-n-propylcyclohexanoyl chloride (bp. 118°-122°/16 mm) was prepared in the usual way from 1-n-propylcyclohexanoic acid and thionyl chloride. A solution of this acid chloride (2.0 g) in ether (20 ml) was added dropwise to a stirred solution of n-butylamine (3.0 g) in ether (100 ml). After 3 hours the ethereal solution was washed with dilute hydrochloric acid and water, dried (MgSO4), and concentrated to give a colourless syrup. Distillation gave N-n-butyl-1-n-propylcyclohexanamide, bp. 116°-8°/1 mm.

Workup

  1. washAfter 3 hours the ethereal solution was washed with dilute hydrochloric acid and water
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated
  4. customto give a colourless syrup
  5. distillationDistillation

Sources & evidence

ORD record
ord-4ebbae00ed864b7082bbc394cc38aa38
Source dataset
uspto-grants-1981_10
Patent number
US04296093

Reaction notes

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