Propylamine → HCID 9947925, compound

HRID 2292482Notes

Reaction equation

HRID 2292482 reaction equation
[C:1]([C:5]1[C:10]2[O:11][CH2:12][C:13]([CH3:15])([CH3:14])[C:9]=2[CH:8]=[C:7]([C:16](Cl)=[O:17])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH2:19]([NH2:22])[CH2:20][CH3:21]>C(Cl)Cl>[CH2:19]([NH:22][C:16]([C:7]1[CH:6]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:10]2[O:11][CH2:12][C:13]([CH3:15])([CH3:14])[C:9]=2[CH:8]=1)=[O:17])[CH2:20][CH3:21]

Participants

4

Reactant 2

HCID 7852PropylamineHCID 10825693HCID 10825693, compound

Product 1

HCID 9947925HCID 9947925, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (7-tert-butyl-3,3-dimethyl-2,3-dihydrobenzo[b]furan-5-yl) carboxylic acid chloride (450 mg, 1.69 mmol) in CH2Cl2 (10 mL) is added in a single portion n-propylamine (2 mL). After the exothermic reaction subsides, the mixture is evaporated and suspended in 1N HCl (10 mL). The insoluble material is filtered and crystallized from isopropanol/H2O, to yield N-propyl (7-tert-butyl-3,3-dimethyl-2,3-dihydrobenzo[b]furan-5-yl)carboxamide as white needles.

Workup

  1. customAfter the exothermic reaction subsides
  2. customthe mixture is evaporated
  3. filtrationThe insoluble material is filtered
  4. customcrystallized from isopropanol/H2O

Sources & evidence

ORD record
ord-205c35d6b2c3459e92a4d91815f445f1
Source dataset
uspto-grants-1997_11
Patent number
US05684002

Reaction notes

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