Allylamine → 2,3-Dihydro-5-(4-(1-hydroxyethyl)phenyl)-N-(2-propenyl)-2-benzofurancarboxamide

HRID 1395686Notes

Reaction equation

HRID 1395686 reaction equation
[CH2:1]([NH2:4])[CH:2]=[CH2:3].[OH:5][CH:6]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:15]=[CH:16][C:17]3[O:21][CH:20]([C:22](OC)=[O:23])[CH2:19][C:18]=3[CH:26]=2)=[CH:10][CH:9]=1)[CH3:7]>CO>[OH:5][CH:6]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:15]=[CH:16][C:17]3[O:21][CH:20]([C:22]([NH:4][CH2:1][CH:2]=[CH2:3])=[O:23])[CH2:19][C:18]=3[CH:26]=2)=[CH:10][CH:9]=1)[CH3:7]

Participants

4

Reactant 2

HCID 7853AllylamineHCID 20337915Methyl 2,3-dihydro-5-(4-(1-hydroxyethyl)phenyl)-2-benzofurancarboxylate

Product 1

HCID 203379102,3-Dihydro-5-(4-(1-hydroxyethyl)phenyl)-N-(2-propenyl)-2-benzofurancarboxamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

15 ml of 2-propenylamine was added to a mixture of 5.0 g of 6D and 100 ml of methanol. The solution was stirred at room temperature overnight. The volatile materials were evaporated under reduced pressure. The residue was stirred with 50 ml of ether, the solid was collected and dried in a vacuum oven to give 6, mp: 122°-124° C.

Workup

  1. customThe volatile materials were evaporated under reduced pressure
  2. stirringThe residue was stirred with 50 ml of ether
  3. customthe solid was collected
  4. customdried in a vacuum oven
  5. customto give 6, mp: 122°-124° C.

Sources & evidence

ORD record
ord-bd4f003d19544f8f9b9462b54020d048
Source dataset
uspto-grants-1980_05
Patent number
US04205080

Reaction notes

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