Methanol → HCID 77230699, compound

HRID 1466031Notes

Reaction equation

HRID 1466031 reaction equation
[CH2:1]([C:4]1[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[C:6]([Cl:12])[CH:5]=1)[CH:2]=C.C[OH:14]>C(Cl)Cl>[Cl:12][C:6]1[CH:5]=[C:4]([CH2:1][CH:2]=[O:14])[CH:11]=[CH:10][C:7]=1[C:8]#[N:9]

Participants

4

Reactant 2

HCID 887MethanolHCID 69087457HCID 69087457, compound

Product 1

HCID 77230699HCID 77230699, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4-Allyl-2-chlorobenzonitrile (265 mg, 1.5 mmol) in DCM (2 mL) and methanol (2 mL) was cooled to −78° C. Then O3 was bubbled into for 10 minutes. Then dimethylsulfide (1 mL) was added and the mixture was stirred at RT for 5 hours. The mixture was concentrated in vacuo to give the title product.

Workup

  1. customThen O3 was bubbled into for 10 minutes
  2. additionThen dimethylsulfide (1 mL) was added
  3. concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-13bf2f95a92240fcb20bbaf824afae85
Source dataset
uspto-grants-2015_04
Patent number
US08999990B2

Reaction notes

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