2-Methylstyrene → HCID 67711887, compound

HRID 1940478Notes

Reaction equation

HRID 1940478 reaction equation
C[C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[CH2:5].[Cl:10][C:11]1[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:12]=1[N:18]1C(C)(C(OCCCCCCCCCCCC)=O)[CH:21]=[C:20]([C:39]([O:41][CH2:42][CH3:43])=[O:40])[NH:19]1>C(=O)([O-])[O-].[Na+].[Na+]>[Cl:10][C:11]1[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:12]=1[N:18]1[C:4]([CH3:5])([C:3]2[CH:2]=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:21]=[C:20]([C:39]([O:41][CH2:42][CH3:43])=[O:40])[NH:19]1

Participants

4

Reactant 2

HCID 119042-MethylstyreneHCID 67711727HCID 67711727, compound

Product 1

HCID 67711887HCID 67711887, compoundYield 63.5%

Reagents, catalysts & solvents 1

HCID 10340Sodium CarbonateSolvent

Procedure

23.7 g of 2-methylstyrene and 14.8 g of compound (IIa) (see Example 1) together with 50 ml saturated aqueous sodium carbonate solution are heated for 4 hours at 80° C. The aqueous phase is subsequently separated off, and the organic phase is dried over sodium sulfate and concentrated under reduced pressure. Column chromatography (eluent n-heptane/ethyl acetate 1:1) over silica gel gives 6.9 g of the above-described pyrazoline as a colorless solid of melting point 87°-89° C.

Workup

  1. customThe aqueous phase is subsequently separated off
  2. dry with materialthe organic phase is dried over sodium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-2c7bc3551e0d4572b30fe5e0259b6efe
Source dataset
uspto-grants-1997_12
Patent number
US05700758

Reaction notes

Loading…