Thionyl Chloride → 2,3-Dihydro-benzo[b]oxepine-4-carbonylchloride

HRID 391277Notes

Reaction equation

HRID 391277 reaction equation
[O:1]1[CH2:7][CH2:6][C:5]([C:8](O)=[O:9])=[CH:4][C:3]2[CH:11]=[CH:12][CH:13]=[CH:14][C:2]1=2.S(Cl)([Cl:17])=O>O1CCCC1>[O:1]1[CH2:7][CH2:6][C:5]([C:8]([Cl:17])=[O:9])=[CH:4][C:3]2[CH:11]=[CH:12][CH:13]=[CH:14][C:2]1=2

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 11116823HCID 11116823, compound

Product 1

HCID 866497862,3-Dihydro-benzo[b]oxepine-4-carbonylchloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2,3-Dihydro-benzo[b]oxepine-4-carboxylicacid (2.3 mmol) was dissolved in 15 ml tetrahydrofuran. 0.7 ml of thionylchloride were added dropwise and the solution was stirred for two hours. The reaction was quenched by methanol. Methanol and thionylchloride were removed in vacuo yielding 340 mg of 2,3-Dihydro-benzo[b]oxepine-4-carbonylchloride. This was used for step E without further purification.

Workup

  1. customThe reaction was quenched by methanol
  2. customMethanol and thionylchloride were removed in vacuo

Sources & evidence

ORD record
ord-51f21275dd8f428581af85e507df0333
Source dataset
uspto-grants-2013_02
Patent number
US08383838B2

Reaction notes

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