Methylhydrazine → HCID 178481942, compound

Temperature

-78 °C

10.2 g (0.068 mol) of ethyl 4,4-difluoro-2-butynoate in 20 ml of methylene chloride was added dropwise to a stirred solution of 4 ml (0.075 mol) of methylhydrazine in 80 ml of methylene chloride cooled to -78° C. The resultant reaction mixture was stirred overnight and subsequently concentrated in vacuo to afford 8.63 g of a clear, yellow oil. The oil was dissolved in ethyl acetate and washed with 10% aqueous sodium bicarbonate. The organic layer was dried, concentrated and recrystallized from carbon tetrachloride to give 2.2 g (21.7% yield) of a white crystalline solid, m.p. 115°-119° C.

1. customThe resultant reaction mixture
2. concentrationsubsequently concentrated in vacuo
3. customto afford 8.63 g of a clear, yellow oil
4. washwashed with 10% aqueous sodium bicarbonate
5. customThe organic layer was dried
6. concentrationconcentrated
7. customrecrystallized from carbon tetrachloride

ORD record

ord-e3af1b024e5546fdb24ec828c17caeaf

Source dataset

uspto-grants-1989_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04855442