Hydrochloric Acid → HCID 15027155, compound

HRID 1599361Notes

Reaction equation

HRID 1599361 reaction equation
[C:1]1([CH3:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:8]([O:11][C:12](=[O:14])[CH3:13])(=O)[CH3:9].Cl>CN(C)C1C=CN=CC=1.N1C=CC=CC=1>[C:12]([O:11][CH:8]([CH3:9])[CH2:7][C:1]1[CH:6]=[CH:5][C:4]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[CH:3][CH:2]=1)(=[O:14])[CH3:13]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 1140TolueneHCID 7918Acetic Anhydride

Product 1

HCID 15027155HCID 15027155, compoundYield 98.5%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 1049PyridineSolvent

Procedure

In a four-necked flask equipped with a thermometer and stirrer, were placed 17.0 g (0.08 mole) of the compound (XII-1) obtained in Preparation Example 1, 50 ml of toluene and 20 ml of pyridine, thereafter 10.2 g (0.1 mole) of acetic anhydride and 0.1 g of 4-dimethylaminopyridine was added thereto, and the resulting mixture was stirred at 40°-50° C. for 4 hours. After completion of the reaction, the reaction mixture was poured into 50 ml of 4N hydrochloric acid to conduct extraction and layer separation. The organic layer obtained was washed successively with 1% hydrochloric acid, water, 5% aqueous sodium bicarbonate solution and water. The organic layer was then concentrated under reduced pressure to obtain 20.0 g of 4-(2-acetoxypropyl)biphenyl (XIII-1). Yield: 98.5%, nD20 1.3405

Workup

  1. customIn a four-necked flask equipped with a thermometer and stirrer
  2. customAfter completion of the reaction
  3. extractionextraction and layer separation
  4. customThe organic layer obtained
  5. washwas washed successively with 1% hydrochloric acid, water, 5% aqueous sodium bicarbonate solution and water
  6. concentrationThe organic layer was then concentrated under reduced pressure

Sources & evidence

ORD record
ord-90d52183570240d5b38974e7b99b7c4b
Source dataset
uspto-grants-1998_04
Patent number
US05741438

Reaction notes

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