Dimethylformamide → HCID 57706482, compound

HRID 1662519Notes

Reaction equation

HRID 1662519 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([F:23])=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14]O)=[CH:10][C:9]=2[C:16]2[C:20]([CH3:22])([CH3:21])[CH2:19][CH2:18][CH:17]=2)[CH:7]=1.CN(C=O)C.S(Cl)([Cl:31])=O>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([F:23])=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][Cl:31])=[CH:10][C:9]=2[C:16]2[C:20]([CH3:22])([CH3:21])[CH2:19][CH2:18][CH:17]=2)[CH:7]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 57706373HCID 57706373, compound

Product 1

HCID 57706482HCID 57706482, compoundYield 143.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 78.9B (0.048 g, 0.1 mmol) in DCM (2.00 mL) at 23° C. was added DMF (0.001 mL) followed by thionyl chloride (0.02 mL, 0.3 mmol). The reaction was stirred for one hour and then concentrated in vacuo. The product was purified on silica gel (0-10% EtOAc in hexanes) to yield 78.9C as a colorless oil (0.05 g, 99% yield).

Workup

  1. concentrationconcentrated in vacuo
  2. customThe product was purified on silica gel (0-10% EtOAc in hexanes)

Sources & evidence

ORD record
ord-8bb2bd47a8cb444a86c7a235a6cb1f47
Source dataset
uspto-grants-2011_10
Patent number
US08030354B2

Reaction notes

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