Hydrazine hydrate (1:1) → 4-Chloro-2-isopropoxyaniline

Temperature

2.5 °C

To a solution of Compound 35A (1 g) in methanol (30 mL) was added Raney-Ni (0.05 g) and the resulting mixture was cooled at 0-5° C.; 98% hydrazine hydrate (1.5 mL) was dropped in at the same temperature and the suspension stirred at room temperature for 2 h. The catalyst was filtered off and the solvents evaporated in vacuo. The crude was dissolved in dichloromethane (100 mL) and washed with water (60 mL); the organic layer was dried over sodium sulphate and evaporated to dryness affording 0.78 g (90%) of the title product as a yellow oil.

1. filtrationThe catalyst was filtered off
2. customthe solvents evaporated in vacuo
3. dissolutionThe crude was dissolved in dichloromethane (100 mL)
4. washwashed with water (60 mL)
5. dry with materialthe organic layer was dried over sodium sulphate
6. customevaporated to dryness

ORD record

ord-71aade89076644f9a257936db9a01654

Source dataset

uspto-grants-2004_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06680319B2