Sodium Hydroxide → HCID 15662551, compound

HRID 2309837Notes

Reaction equation

HRID 2309837 reaction equation
[CH3:1][CH:2]([S:5][C:6]1[CH:25]=[CH:24][C:9]([O:10][CH2:11][CH2:12][N:13]2C(=O)C3=CC=CC=C3C2=O)=[CH:8][CH:7]=1)[CH2:3][CH3:4].O.NN.[OH-].[Na+]>C(O)C>[CH3:1][CH:2]([S:5][C:6]1[CH:25]=[CH:24][C:9]([O:10][CH2:11][CH2:12][NH2:13])=[CH:8][CH:7]=1)[CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 15662550HCID 15662550, compound

Product 1

HCID 15662551HCID 15662551, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of the above phthalimide (6.84 g, 19.7 mmol) in 100 ml of ethanol, heated to 60°, is added hydrazine hydrate (2.0 ml, 41.0 mmol) with stirring. Additional ethanol (100 ml) is added and the mixture is stirred overnight at 60°. After cooling, 5% sodium hydroxide is added and the basic mixture is extracted with ether. The combined organic layers are washed with water and brine, dried and rotoevaporated to give 2-[4-(1-methylpropylthio)phenoxy]ethylamine.

Workup

  1. stirringthe mixture is stirred overnight at 60°
  2. temperatureAfter cooling
  3. extractionthe basic mixture is extracted with ether
  4. washThe combined organic layers are washed with water and brine
  5. customdried

Sources & evidence

ORD record
ord-5f91b82f729f4e9faf0bb26be381028a
Source dataset
uspto-grants-1987_09
Patent number
US04697033

Reaction notes

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