Ethyl (2E)-4,4,4-trifluoro-2-butenoate → ethyl 7-isopropyl-2-(trifluoromethyl)-2H-chromene-3-carboxylate

HRID 854876Notes

Reaction equation

HRID 854876 reaction equation
[OH:1][C:2]1[CH:9]=[C:8]([CH:10]([CH3:12])[CH3:11])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[CH2:13]([O:15][C:16](=[O:23])/[CH:17]=[CH:18]/[C:19]([F:22])([F:21])[F:20])[CH3:14]>>[CH:10]([C:8]1[CH:9]=[C:2]2[C:3]([CH:4]=[C:17]([C:16]([O:15][CH2:13][CH3:14])=[O:23])[CH:18]([C:19]([F:20])([F:22])[F:21])[O:1]2)=[CH:6][CH:7]=1)([CH3:12])[CH3:11]

Participants

3

Reactant 2

HCID 5371261Ethyl (2E)-4,4,4-trifluoro-2-butenoateHCID 101490244-Isopropyl salicylaldehyde

Product 1

HCID 69517862ethyl 7-isopropyl-2-(trifluoromethyl)-2H-chromene-3-carboxylate

Procedure

This salicylaldehyde (Step 1) was condensed with Ethyl-4,4,4-triflurocrotonate via a similar method to that of Example 4a, Step 1 producing the ethyl ester (8.21 g, 84%) as yellow solid. This ester was of suitable purity to use without further purification: ESLRMS m/z 315 (M+H).

Workup

  1. customto use without further purification

Sources & evidence

ORD record
ord-09b32436f2ea4b819efcedb1dfc9c4f0
Source dataset
uspto-grants-2007_08
Patent number
US07259266B2

Reaction notes

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