Thionyl Chloride → 3-(3-(4-(Trifluoromethoxy)phenoxy)azetidin-1-yl)propionyl chloride

HRID 1043532Notes

Reaction equation

HRID 1043532 reaction equation
[F:1][C:2]([F:21])([F:20])[O:3][C:4]1[CH:19]=[CH:18][C:7]([O:8][CH:9]2[CH2:12][N:11]([CH2:13][CH2:14][C:15](O)=[O:16])[CH2:10]2)=[CH:6][CH:5]=1.S(Cl)([Cl:24])=O>>[F:1][C:2]([F:21])([F:20])[O:3][C:4]1[CH:19]=[CH:18][C:7]([O:8][CH:9]2[CH2:12][N:11]([CH2:13][CH2:14][C:15]([Cl:24])=[O:16])[CH2:10]2)=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 866859043-(3-(4-(Trifluoromethoxy)phenoxy)azetidin-1-yl)propionic acid

Product 1

HCID 866859033-(3-(4-(Trifluoromethoxy)phenoxy)azetidin-1-yl)propionyl chlorideYield 100%

Procedure

3-(3-(4-(trifluoromethoxy)phenoxy)azetidin-1-yl)propionic acid (400 mg, 1.31 mmol) was dissolved in thionyl chloride, raised the temperature to reflux for 3 h, spun dry, residuals were washed by an appropriate amount of ethyl ether, generated 423 mg target product, yield was 100%, directly put to the next reaction step.

Workup

  1. temperatureraised the temperature
  2. temperatureto reflux for 3 h
  3. customspun dry
  4. washresiduals were washed by an appropriate amount of ethyl ether
  5. customdirectly put to the next reaction step

Sources & evidence

ORD record
ord-9042d2087b6749eca426f18487e69e36
Source dataset
uspto-grants-2013_10
Patent number
US08563547B2

Reaction notes

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