Tert-Butylamine → HCID 20496732, compound

HRID 1074465Notes

Reaction equation

HRID 1074465 reaction equation
[OH:1][CH:2]([CH2:16][Cl:17])[CH2:3][O:4][C:5]1[CH:15]=[CH:14][C:8]2[C:9](=[O:13])[CH:10]=[CH:11][O:12][C:7]=2[CH:6]=1.[CH3:18][C:19]([NH2:22])([CH3:21])[CH3:20]>C(O)C>[ClH:17].[O:12]1[C:7]2[CH:6]=[C:5]([O:4][CH2:3][CH:2]([OH:1])[CH2:16][NH:22][C:19]([CH3:21])([CH3:20])[CH3:18])[CH:15]=[CH:14][C:8]=2[C:9](=[O:13])[CH:10]=[CH:11]1

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 20496719HCID 20496719, compound

Product 1

HCID 20496732HCID 20496732, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 10.0 g 7-(2-hydroxy-3-chloro-1-propyloxy)-4H-1-benzopyrane-4-one with 100 cm3 ethanol was boiled with 20 cm3 1,1-dimethylethylamine for 2.5 hours. The solution was evaporated under reduced pressure, the residue was dissolved in 200 ml ethanol, to the obtained solution 40 ml 10% aqueous hydrochloric acid was added and the mixture was boiled for 10 minutes. The solvent was removed under reduced pressure and the residue was crystallized from aceton; 1-(4H-1-benzopyrane-4-one-7-yloxy)-3-(1,1-dimethylethylamino)-2-propanol hydrochloride salt (m.p. 176°-178° C.) was obtained.

Workup

  1. customThe solution was evaporated under reduced pressure
  2. dissolutionthe residue was dissolved in 200 ml ethanol, to the obtained solution 40 ml 10% aqueous hydrochloric acid
  3. additionwas added
  4. customThe solvent was removed under reduced pressure
  5. customthe residue was crystallized from aceton

Sources & evidence

ORD record
ord-9e64694a28b74e05bf1652719c243984
Source dataset
uspto-grants-1983_07
Patent number
US04391821

Reaction notes

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