Toluene → ethyl 6-pentafluoroethyl-2,2-bisfluoromethyl-2H-1-benzopyran-4-carboxylate

HRID 264827Notes

Reaction equation

HRID 264827 reaction equation
[F:1][CH2:2][C:3]1([CH2:19][F:20])[CH:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[C:6]2[CH:14]=[C:15](I)[CH:16]=[CH:17][C:5]=2[O:4]1.[F:21][C:22]([F:30])([F:29])[C:23]([F:28])([F:27])C([O-])=O.[K+].C1(C)C=CC=CC=1>CN(C)C=O>[F:27][C:23]([F:28])([C:15]1[CH:16]=[CH:17][C:5]2[O:4][C:3]([CH2:19][F:20])([CH2:2][F:1])[CH:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[C:6]=2[CH:14]=1)[C:22]([F:30])([F:29])[F:21]

Participants

5

Reactant 3

HCID 1140TolueneHCID 19037016ethyl 2,2-bisfluoromethyl-6-iodo-2H-1-benzopyran-4-carboxylateHCID 23667659Propanoic acid, 2,2,3,3,3-pentafluoro-, potassium salt (1:1)

Product 1

HCID 19037090ethyl 6-pentafluoroethyl-2,2-bisfluoromethyl-2H-1-benzopyran-4-carboxylate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In the same manner as described in Example 3 (6) but using ethyl 2,2-bisfluoromethyl-6-iodo-2H-1-benzopyran-4-carboxylate, potassium pentafluoropropionate, cuprous iodide, toluene and N,N-dimethylformamide, ethyl 6-pentafluoroethyl-2,2-bisfluoromethyl-2H-1-benzopyran-4-carboxylate was obtained as an oily substance.

Sources & evidence

ORD record
ord-1cc16920d4f8433e9d91b920bf7e3307
Source dataset
uspto-grants-1997_07
Patent number
US05646310

Reaction notes

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