Decylamine → Methyl 3-chloro-4-(2,2-difluoropropoxy)benzoate

HRID 715475Notes

Reaction equation

HRID 715475 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[OH:12])[C:5]([O:7][CH3:8])=[O:6].FC(F)(F)S(O[CH2:19][C:20]([F:23])([F:22])[CH3:21])(=O)=O.CCCCCCCCCCN>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[O:12][CH2:19][C:20]([F:23])([F:22])[CH3:21])[C:5]([O:7][CH3:8])=[O:6]

Participants

4

Reactant 3

HCID 8916DecylamineHCID 77580Methyl 3-chloro-4-hydroxybenzoateHCID 587470122,2-Difluoropropyl 1,1,1-trifluoromethanesulfonate

Product 1

HCID 89874714Methyl 3-chloro-4-(2,2-difluoropropoxy)benzoateYield 54%

Procedure

The title compound is prepared in 54% yield (1.54 g, white solid) from methyl 3-chloro-4-hydroxybenzoate (2.00 g, 10.7 mmol) and 2,2-difluoropropyl trifluoromethanesulfonate (6.11 g, 26.8 mmol) in a similar manner to Step-1 of Amine-10.

Sources & evidence

ORD record
ord-fbd6336f696e4a788dbae0a198b9b22b
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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