Phosphorus pentachloride → HCID 21483939, compound

HRID 1415199Notes

Reaction equation

HRID 1415199 reaction equation
[CH:1]1([CH:6]([CH2:10][CH2:11][C:12]2[CH:17]=[C:16]([O:18][CH3:19])[C:15]([Cl:20])=[C:14]([Cl:21])[CH:13]=2)[C:7]([OH:9])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.P(Cl)(Cl)(Cl)(Cl)Cl>C1C=CC=CC=1>[CH:1]1([CH:6]2[CH2:10][CH2:11][C:12]3[C:13](=[C:14]([Cl:21])[C:15]([Cl:20])=[C:16]([O:18][CH3:19])[CH:17]=3)[C:7]2=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 21483937HCID 21483937, compound

Product 1

HCID 21483939HCID 21483939, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Conditions

Temperature
5 °C

Procedure

2-Cyclopentyl-4-(3,4-dichloro-5-methoxyphenyl)-butanoic acid (13.1 g., 0.04 mole), dry benzene (100 ml.) and phosphorous pentachloride (7.5 g., 0.034 mole) are refluxed for one hour with stirring. The mixture is cooled to 5° C. and anhydrous stannic chloride (5 ml.) in dry benzene (25 ml.) is added portionwise. The mixture is allowed to warm to 20°-25° C. and kept for 24 hours after which it is poured into ice water. The organic material is extracted with a suitable solvent. The extract is washed, dried and evaporated to obtain 2-cyclopentyl-6-methoxy-7,8-dichloro-1-tetralone.

Workup

  1. temperatureto warm to 20°-25° C.
  2. extractionThe organic material is extracted with a suitable solvent
  3. washThe extract is washed
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-32b86c577b0b45aaa4c3e41f74df0fc1
Source dataset
uspto-grants-1977_01
Patent number
US04003927

Reaction notes

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