Thionyl Chloride → HCID 59824808, compound

HRID 2381568Notes

Reaction equation

HRID 2381568 reaction equation
[CH3:1][Si:2]([CH3:26])([CH3:25])[CH2:3][CH2:4][O:5][CH2:6][O:7][C:8]1[CH:24]=[CH:23][C:11]([C:12]([C:14]2[CH:22]=[CH:21][CH:20]=[CH:19][C:15]=2[C:16]([OH:18])=[O:17])=O)=[CH:10][CH:9]=1.S(Cl)([Cl:29])=O>CN(C=O)C>[Cl:29][C:12]1([C:11]2[CH:23]=[CH:24][C:8]([O:7][CH2:6][O:5][CH2:4][CH2:3][Si:2]([CH3:26])([CH3:25])[CH3:1])=[CH:9][CH:10]=2)[C:14]2[C:15](=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:16](=[O:18])[O:17]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 16090467HCID 16090467, compound

Product 1

HCID 59824808HCID 59824808, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

Distilled THF (10 mL) was added to 2-[4-(2-trimethylsilanylethoxymethoxy)-benzoyl]benzoic acid (1.86 g, 5 mmol) followed by thionyl chloride (0.43 mL, 6 mmol) and 3 drops of DMF. The system was stirred at room temperature under nitrogen for 2 h and monitored by TLC. The solvent was removed to give 3-chloro-3-[4-(2-trimethylsilanylethoxymethoxy)phenyl]-3H-isobenzofuran-1-one as a clear oil.

Workup

  1. distillationDistilled THF (10 mL)
  2. customThe solvent was removed

Sources & evidence

ORD record
ord-d20bc73b02d441dfb68c50d4449f03c1
Source dataset
uspto-grants-2012_09
Patent number
US08258175B2

Reaction notes

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