Oxalyl chloride → HCID 23293589, compound

HRID 362854Notes

Reaction equation

HRID 362854 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:16])([CH3:15])[CH2:7]/[C:8]/2=[CH:11]\[C:12](O)=[O:13])=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:20])=O>ClCCl>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:16])([CH3:15])[CH2:7]/[C:8]/2=[CH:11]\[C:12]([Cl:20])=[O:13])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 23293609Acetic acid, (6-fluoro-2,3-dihydro-3,3-dimethyl-1H-inden-1-ylidene)-, (2E)-

Product 1

HCID 23293589HCID 23293589, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

To an ice cold, stirred suspension of (E)-2-(6-fluoro-3,3-dimethyl-1-indanylidene)acetic acid (9.0 g, 0.0409 mol) in dichloromethane (200 ml) was added oxalyl chloride (15.6 g, 0.123 mol, Aldrich). The stirring suspension was allowed to warm to 25° C. during 2 h. The resulting solution was concentrated by spin evaporation in vacuo with the addition of dichloromethane (4×75 ml) to give (E)-2-(6-fluoro-3,3-dimethyl-1-indanylidene)acetyl chloride as an uncharacterized oil. Dichloromethane (approximately 70 g) was added to dissolve this residual oil and the resulting solution was divided equally and used without other purification in Examples 15i, 16 and 17.

Workup

  1. concentrationThe resulting solution was concentrated by spin evaporation in vacuo with the addition of dichloromethane (4×75 ml)

Sources & evidence

ORD record
ord-1e2a841467e841738217c28190605767
Source dataset
uspto-grants-1999_02
Patent number
US05872118

Reaction notes

Loading…