Hydrochloric Acid → 3-(3-(2-Tert-butylphenoxy)azetidin-1-yl)-3-oxopropanoic acid

HRID 2041980ノート

反応式

HRID 2041980 の反応式
[C:1]([C:5]1[CH:23]=[CH:22][CH:21]=[CH:20][C:6]=1[O:7][CH:8]1[CH2:11][N:10]([C:12](=[O:19])[CH2:13][C:14]([O:16]CC)=[O:15])[CH2:9]1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Li+].Cl>C(O)C>[C:1]([C:5]1[CH:23]=[CH:22][CH:21]=[CH:20][C:6]=1[O:7][CH:8]1[CH2:9][N:10]([C:12](=[O:19])[CH2:13][C:14]([OH:16])=[O:15])[CH2:11]1)([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 59577290Ethyl 3-(3-(2-tert-butylphenoxy)azetidin-1-yl)-3-oxopropanoate

生成物 1

HCID 595770903-(3-(2-Tert-butylphenoxy)azetidin-1-yl)-3-oxopropanoic acid収率 51%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To an ice-cold stirred solution of ethyl 3-(3-(2-tert-butylphenoxy)azetidin-1-yl)-3-oxopropanoate (0.26 g, 0.81 mmol) in ethanol (10.0 mL) was added lithium hydroxide (2.44 ml of 1.0 M solution in water, 2.44 mmol) and the mixture was warmed at room temperature. After 2 h the reaction mixture was adjusted to about pH 1 with 1.0 M hydrochloric acid and concentrated under reduced pressure. The resulting residue was partitioned between ethyl acetate and water and separated. The organic layer was washed with saturated sodium chloride, dried (Na2SO4), filtered and concentrated under reduced pressure. The yellow residue was recrystallized from heptane/ethyl acetate to provide 3-(3-(2-tert-butylphenoxy)azetidin-1-yl)-3-oxopropanoic acid (0.12 g, 51%) as a white powder.

後処理

  1. concentrationconcentrated under reduced pressure
  2. customThe resulting residue was partitioned between ethyl acetate and water
  3. customseparated
  4. washThe organic layer was washed with saturated sodium chloride
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customThe yellow residue was recrystallized from heptane/ethyl acetate

出典と根拠

ORDレコード
ord-b43413a286d44eb1a51d6c5c3d72b370
出典データセット
uspto-grants-2013_11
特許番号
US08586571B2

反応ノート

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