Thionyl Chloride → HCID 57706274, compound

HRID 1662358Notes

Reaction equation

HRID 1662358 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([CH2:16]O)=[CH:12][C:11]=1[O:18][C:19]([F:22])([F:21])[F:20].S(Cl)([Cl:25])=O>C(Cl)Cl>[Cl:25][CH2:16][C:13]1[CH:14]=[CH:15][C:10]([C:3]2[CH:4]=[C:5]([O:8][CH3:9])[CH:6]=[CH:7][C:2]=2[F:1])=[C:11]([O:18][C:19]([F:22])([F:21])[F:20])[CH:12]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 57706281HCID 57706281, compound

Product 1

HCID 57706274HCID 57706274, compoundYield 5.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 46.2 (0.164 g, 0.52 mmol) in DCM (5 mL) was added thionyl chloride (76 μL, 1.04 mmol) in one portion at room temperature. The mixture was stirred overnight and concentrated. The crude product was chromatographed on silica gel (0-10% EtOAc/hexane) to afford 46.3 (0.009 g, 5%) as a colorless oil.

Workup

  1. concentrationconcentrated
  2. customThe crude product was chromatographed on silica gel (0-10% EtOAc/hexane)

Sources & evidence

ORD record
ord-f1230da540894137ab930babf80a4633
Source dataset
uspto-grants-2011_10
Patent number
US08030354B2

Reaction notes

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