Thionyl Chloride → HCID 54086318, compound

HRID 1590697Notes

Reaction equation

HRID 1590697 reaction equation
[C:1]1([C:7]([C:11]2[CH:12]=[C:13]([CH:17]([CH3:22])[C:18]([O:20][CH3:21])=[O:19])[CH:14]=[CH:15][CH:16]=2)=[CH:8][CH2:9]O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:25])=O>C(Cl)Cl>[C:1]1([C:7]([C:11]2[CH:12]=[C:13]([CH:17]([CH3:22])[C:18]([O:20][CH3:21])=[O:19])[CH:14]=[CH:15][CH:16]=2)=[CH:8][CH2:9][Cl:25])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 54395081HCID 54395081, compound

Product 1

HCID 54086318HCID 54086318, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

In a three-necked flask with thermometer and presion-compensated addition funnel, a solution of 14.0 g of methyl 2-[3-(1-phenyl-3-hydroxy-1-propenyl)phenyl]propionate in 20 mL dry methylene chloride was placed and cooled to 0° C. A solution of 3.77 mL of thionyl chloride and 5 mL methylene chloride was added along 30 min, keeping the temperature at 5-10° C. After standing for 1 hour, solvents were removed under vacuum. The resulting residue (13,8 g) was identified as the title compound and it was used in subsequent reaction without any further purification. IR Spectrum (film), cm-1 : 3080-2910, 1740, 1430, 1240, 1200, 1160, 1065, 690.

Workup

  1. customat 5-10° C
  2. customsolvents were removed under vacuum
  3. customwas used in subsequent reaction without any further purification

Sources & evidence

ORD record
ord-d901f6381a7f43b68bdee065444b0979
Source dataset
uspto-grants-1993_04
Patent number
US05204365

Reaction notes

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