Biphenyl → HCID 13587565, compound

HRID 1285045Notes

Reaction equation

HRID 1285045 reaction equation
[C:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl-].[Al+3].[Cl-].[Cl-].[CH3:17][C:18]([CH3:23])=[CH:19][C:20]([OH:22])=[O:21]>C(=S)=S>[CH3:17][C:18]([C:4]1[CH:5]=[CH:6][C:1]([C:7]2[CH:8]=[CH:9][C:10]([C:18]([CH3:23])([CH3:17])[CH2:19][C:20]([OH:22])=[O:21])=[CH:11][CH:12]=2)=[CH:2][CH:3]=1)([CH3:23])[CH2:19][C:20]([OH:22])=[O:21]

Participants

5

Reactant 3

HCID 7095BiphenylHCID 109313-Methyl-2-butenoic acidHCID 6451240Aluminum(III) Chloride

Product 1

HCID 13587565HCID 13587565, compound

Reagents, catalysts & solvents 1

HCID 6348Carbon DisulfideSolvent2×

Procedure

In a 1 liter flask equipped with a magnetic stirrer, a reflux condenser capped with a nitrogen bubbler, and an addition funnel was put 250 g of carbon disulfide, 23.1 g of biphenyl and 80 g of anhydrous aluminum chloride. To this stirred mixture, a solution of 30.0 g of β,β-dimethyl acrylic acid dissolved in 165 ml of carbon disulfide was added from the addition funnel in about 1/4 hour. The resulting mixture was stirred at room temperature for 2 hours and then heated to gentle reflux for 1 hour. After being cooled to room temperature, the mixture was poured into 1 kilogram of chopped ice with vigorous stirring, and stirred for about 16 hours.

Workup

  1. customIn a 1 liter flask equipped with a magnetic stirrer, a reflux condenser
  2. customcapped with a nitrogen bubbler, and an addition funnel
  3. additionwas added from the addition funnel in about 1/4 hour
  4. temperatureheated
  5. temperatureto gentle reflux for 1 hour
  6. temperatureAfter being cooled to room temperature
  7. stirringstirred for about 16 hours

Sources & evidence

ORD record
ord-7b9099bdb76c4fe5b1b1a8c328c27479
Source dataset
uspto-grants-1986_01
Patent number
US04564705

Reaction notes

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