Thionyl Chloride → HCID 22475174, compound

HRID 2103111Notes

Reaction equation

HRID 2103111 reaction equation
[OH:1][C:2]1[C:7]2[O:8][C:9]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[O:10][C:6]=2[CH:5]=[C:4]([C:23]([OH:25])=O)[CH:3]=1.S(Cl)([Cl:28])=O>C(Cl)(Cl)Cl.C(N(CC)CC)C>[OH:1][C:2]1[C:7]2[O:8][C:9]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[O:10][C:6]=2[CH:5]=[C:4]([C:23]([Cl:28])=[O:25])[CH:3]=1

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 224750287-Hydroxy-2,2-diphenyl-2H-1,3-benzodioxole-5-carboxylic acid

Product 1

HCID 22475174HCID 22475174, compound

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 6212ChloroformSolvent

Conditions

Temperature
70 °C

Procedure

7-Hydroxy-2,2-diphenyl-benzo[1,3]dioxole-5-carboxylic acid (334 mg, 1 mmol) was dissolved in chloroform (5 ml). One drop of triethyl amine was added. At 45 to 50° C. thionylchloride (0.33 ml, 4.5 mmol) was added within 30 minutes. The solution was than stirred for 6 hours at 70° C. The exccess thionyl chloride was removed by evaporation. The crude 7-hydroxy-2,2-diphenyl-benzo[1,3]dioxole-5-carbonyl chloride was used without further purification in the next step.

Workup

  1. customThe exccess thionyl chloride was removed by evaporation
  2. customThe crude 7-hydroxy-2,2-diphenyl-benzo[1,3]dioxole-5-carbonyl chloride was used without further purification in the next step

Sources & evidence

ORD record
ord-43ece52924bd4c26b4897ba43384313e
Source dataset
uspto-grants-2009_08
Patent number
US07576088B2

Reaction notes

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