Aluminum(III) Chloride → HCID 15411075, compound

HRID 2187723Notes

Reaction equation

HRID 2187723 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[C:5]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:11][C:10]=1[CH2:21][CH2:22][CH3:23])(=[O:7])[CH3:6].[F:24][C:25]1[CH:38]=[CH:37][CH:36]=[C:35]([F:39])[C:26]=1[C:27]([NH:29][CH:30](OC)[CH2:31][Cl:32])=[O:28]>ClCCl>[F:24][C:25]1[CH:38]=[CH:37][CH:36]=[C:35]([F:39])[C:26]=1[C:27]([NH:29][CH:30]([C:18]1[CH:19]=[CH:20][C:15]([C:12]2[CH:13]=[CH:14][C:9]([O:8][C:5](=[O:7])[CH3:6])=[C:10]([CH2:21][CH2:22][CH3:23])[CH:11]=2)=[CH:16][CH:17]=1)[CH2:31][Cl:32])=[O:28]

Participants

5

Reactant 3

HCID 6451240Aluminum(III) Chloride2×HCID 10999433HCID 10999433, compoundHCID 18476677HCID 18476677, compound

Product 1

HCID 15411075HCID 15411075, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

At 0° C., 28.5 g (0.215 mol) of aluminium chloride are added a little at a time with stirring to a solution of 14.9 g (59 mmol) of 4-acetoxy-3-n-propylbiphenyl and 16.2 g (65 mmol) of 2,6-difluoro-N-[2-chloro-1-methoxyethyl]-benzamide in 100 ml of dichloromethane. The mixture is stirred for 30 minutes, a further 4 g (30 mmol) of aluminium chloride are added and the mixture is stirred for a further 2 hours at 0° C. The reaction mixture is poured onto ice, the product is extracted with dichloromethane and the organic phase is concentrated under reduced pressure. 27 g of a resinous crude product (log p=3.92, pH 2.3) are obtained and used for further reactions without any further purification (˜100% crude yield).

Workup

  1. stirringthe mixture is stirred for a further 2 hours at 0° C
  2. additionThe reaction mixture is poured onto ice
  3. extractionthe product is extracted with dichloromethane
  4. concentrationthe organic phase is concentrated under reduced pressure

Sources & evidence

ORD record
ord-d1c9d9e0b59b4dd2b1ac7e294fa849ee
Source dataset
uspto-grants-2002_06
Patent number
US06410581B1

Reaction notes

Loading…