Sodium Hydroxide → HCID 19429476, compound

HRID 1078415Notes

Reaction equation

HRID 1078415 reaction equation
BrBr.[OH-].[Na+].[Cl:5][C:6]1[CH:7]=[C:8]([C:13]([CH3:18])([CH3:17])[C:14]([NH2:16])=O)[CH:9]=[CH:10][C:11]=1[Cl:12]>>[ClH:5].[Cl:5][C:6]1[CH:7]=[C:8]([C:13]([CH3:18])([CH3:17])[CH2:14][NH2:16])[CH:9]=[CH:10][C:11]=1[Cl:12]

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 24408Bromine2×HCID 19429520HCID 19429520, compound

Product 1

HCID 19429476HCID 19429476, compound

Conditions

Temperature
95 °C

Procedure

Bromine (139 g) was added dropwise with stirring to a solution of 3 molar sodium hydroxide (1712 ml) at 0° C. with stirring. When all the bromine had dissolved, 2-(3,4-dichlorophenyl)-2-methylpropionamide (201 g) was added in portions of 0° C. The mixture was stirred at 0° C. for 5 hours and then left to stand at 0° C. for 18 hours. The mixture was heated at 95° C. for 1 hour, then cooled and extracted with ether. The combined ether extracts were washed with 5M hydrochloric acid whereupon a solid precipitated. The solid was collected by filtration to give 2-(3,4-dichlorophenyl)-2-methylpropylamine hydrochloride, m.p. 238°-239° C.

Workup

  1. stirringThe mixture was stirred at 0° C. for 5 hours
  2. waitleft
  3. temperaturecooled
  4. extractionextracted with ether
  5. washThe combined ether extracts were washed with 5M hydrochloric acid whereupon a solid
  6. customprecipitated
  7. filtrationThe solid was collected by filtration

Sources & evidence

ORD record
ord-b10723fb415e4b48ad74ef05e9988ca4
Source dataset
uspto-grants-1996_08
Patent number
US05547972

Reaction notes

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