Thionyl Chloride → HCID 12018889, compound

HRID 2280423Notes

Reaction equation

HRID 2280423 reaction equation
[Si:1]([O:8][CH2:9][C:10]1[CH:18]=[CH:17][C:13]([C:14](O)=[O:15])=[CH:12][CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].S(Cl)([Cl:21])=O>>[Si:1]([O:8][CH2:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]([Cl:21])=[O:15])=[CH:12][CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 11747545Benzoic acid, 4-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-

Product 1

HCID 12018889HCID 12018889, compound

Conditions

Temperature
80 °C

Procedure

4-[[t-Butyl(dimethyl)silyl]oxymethyl]benzoic acid (1.44 g) was suspended in thionyl chloride and the mixture was heated to 80° C. for 45 minutes. The resulting solution was concentrated in vacuo. Residual thionyl chloride and HCl were removed by subsequent concentration from toluene (twice). The crude residue was carried on to the next reaction step without purification.

Workup

  1. concentrationThe resulting solution was concentrated in vacuo
  2. customResidual thionyl chloride and HCl were removed by subsequent concentration from toluene (twice)
  3. customThe crude residue was carried on to the next reaction step without purification

Sources & evidence

ORD record
ord-61798e268da144de97cf087135e1e13b
Source dataset
uspto-grants-2015_09
Patent number
US09139532B2

Reaction notes

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