Hydrazine hydrate (1:1) → HCID 71270705, compound

HRID 510391Notes

Reaction equation

HRID 510391 reaction equation
[C:1]([CH:3]([CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[C:10]=1[CH3:19])[C:4](OC)=O)#[N:2].[OH2:20].[NH2:21][NH2:22]>C(O)C>[NH2:2][C:1]1[NH:22][NH:21][C:4](=[O:20])[C:3]=1[CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:16])([F:17])[F:18])[C:10]=1[CH3:19]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 71270925Methyl 2-cyano-3-[2-methyl-3-(trifluoromethyl)phenyl]propanoate

Product 1

HCID 71270705HCID 71270705, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
85 °C

Procedure

A mixture of methyl 2-cyano-3-[2-methyl-3-(trifluoromethyl)phenyl]propanoate (2.2 g, 8.1 mmol) and hydrazine monohydrate (4.1 g, 81 mmol) in ethanol (150 mL) was heated to 85° C. overnight. Reaction mixture was concentrated to dryness. The residue was redissolved with DCM (200 mL) and water (30 mL). Two layers were separated. Organic layers were dried and concentrated to dryness. Desired product was obtained and used in next step. (2.11 g, 96%); LC/MS: MS (ES+) m/e 272 (MH+).

Workup

  1. customReaction mixture
  2. concentrationwas concentrated to dryness
  3. dissolutionThe residue was redissolved with DCM (200 mL) and water (30 mL)
  4. customTwo layers were separated
  5. customOrganic layers were dried
  6. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-8b002ef252fd409f8e2b27e024ee08fc
Source dataset
uspto-grants-2015_08
Patent number
US09096605B2

Reaction notes

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