HCID 23508460, compound → HCID 23508548, compound

HRID 1883705Notes

Reaction equation

HRID 1883705 reaction equation
[C:1](/[C:3](/[C:15]1[CH:20]=[CH:19][C:18]([O:21]C)=[CH:17][CH:16]=1)=[CH:4]\[C:5]1[CH:10]=[CH:9][C:8]([C:11]([O:13][CH3:14])=[O:12])=[CH:7][CH:6]=1)#[N:2]>ClCCCl>[C:1](/[C:3](/[C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=1)=[CH:4]\[C:5]1[CH:6]=[CH:7][C:8]([C:11]([O:13][CH3:14])=[O:12])=[CH:9][CH:10]=1)#[N:2]

Participants

3

Reactant 1

HCID 23508460HCID 23508460, compound

Product 1

HCID 23508548HCID 23508548, compoundYield 37.6%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

The procedure of Preparation Example 2 was repeated, except that 1.465 g of methyl 4-[(1Z)-2-cyano-2-(4-methoxyphenyl)vinyl]phenyl-carboxylate was used in place of 4′-methoxy-2-biphenylacetonitrile, and 1,2-dichloroethane was used in place of methylene chloride. The resulting crude product was purified by TLC (using a 10:1 mixture of chloroform and tetrahydrofuran as the developing solvent) to obtain 524 mg of methyl 4-[(1Z)-2-cyano-2-(4-hydroxyphenyl)vinyl]phenylcarboxylate.

Workup

  1. customThe procedure of Preparation Example 2
  2. customThe resulting crude product was purified by TLC (
  3. additiona 10:1 mixture of chloroform and tetrahydrofuran as the developing solvent)

Sources & evidence

ORD record
ord-c876d32806ae4df6b811606087947110
Source dataset
uspto-grants-2004_07
Patent number
US06762205B1

Reaction notes

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