Triethylamine → HCID 86669120, compound

HRID 1041830

Reaction equation

HRID 1041830 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](O)=[C:4]([CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:3]=1.C(N(CC)CC)C.[F:22][C:23]([F:36])([F:35])[S:24]([O:27]S(C(F)(F)F)(=O)=O)(=[O:26])=[O:25]>CN(C)C1C=CN=CC=1.ClCCl>[F:22][C:23]([F:36])([F:35])[S:24]([OH:27])(=[O:26])=[O:25].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:3]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 67749Trifluoromethanesulfonic anhydrideHCID 831204-Chloro-2-cyclohexylphenol

Product 1

HCID 86669120HCID 86669120, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
-5 °C

Procedure

19 g (90.2 mmol) of 4-chloro-2-cyclohexylphenol, 4.64 ml (33.18 mmol) of triethylamine and 223 mg (1.8 mmol) of 4-(dimethylamino)pyridine are dissolved in 264 ml of dichloromethane, the mixture is cooled to −5° C., and 29.6 ml (180 mmol) of trifluoromethanesulfonic anhydride are added dropwise. The batch is stirred overnight at room temperature and filtered through silica gel with dichloromethane, giving the product 7, which is employed in the next step without further purification.

Workup

  1. filtrationfiltered through silica gel with dichloromethane

Sources & evidence

ORD record
ord-55f07e4467df4f35a9840a534c5bfa5b
Source dataset
uspto-grants-2013_10
Patent number
US08557142B2

Linked notes

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