Decylamine → Methyl 4-(2,2-difluoropropoxy)-3-methylbenzoate

HRID 715470Notes

Reaction equation

HRID 715470 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[CH3:12].FC(F)(F)S(O[CH2:19][C:20]([F:23])([F:22])[CH3:21])(=O)=O.CCCCCCCCCCN>>[F:22][C:20]([F:23])([CH3:21])[CH2:19][O:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[CH3:12]

Participants

4

Reactant 3

HCID 8916DecylamineHCID 11240684Methyl 4-hydroxy-3-methylbenzoateHCID 587470122,2-Difluoropropyl 1,1,1-trifluoromethanesulfonate

Product 1

HCID 89874160Methyl 4-(2,2-difluoropropoxy)-3-methylbenzoateYield 76%

Procedure

The title compound is prepared in 76% yield (2.09 g, white solid) from methyl 4-hydroxy-3-methylbenzoate (1.86 g, 11.2 mmol) and 2,2-difluoropropyl trifluoromethanesulfonate (6.37 g, 27.9 mmol) in a similar manner to Step-1 of Amine-10.

Sources & evidence

ORD record
ord-eb8f216ad74d4e88a79459bbfda79bed
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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