Methyl iodide → Ortho-formylphenylacetic acid

HRID 1020009노트

반응식

HRID 1020009 반응식
[C:1]([C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH:6]=[O:7])(O)=O.[C:12](=O)([O-:14])[O-:13].[K+].[K+].CI>CC(C)=O>[C:12]([CH2:1][C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH:6]=[O:7])([OH:14])=[O:13]

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 8406Phthalaldehydic acidHCID 11430Potassium Carbonate

생성물 1

HCID 5289058Ortho-formylphenylacetic acid수율 100%

시약·촉매·용매 1

HCID 180Acetone용매2회

반응 조건

온도
56 °C

실험 절차

2-Carboxybenzaldehyde (4.53 g, 30 mmoles) was dissolved in acetone (100 mls) and anhydrous potassium carbonate (4.14 g, 30 mmoles) was added. After stirring methyl iodide (5.6 mls, 90 mmoles) was added and the reaction was heated (56° C.) for 30 minutes. The reaction became very thick so further acetone was added (50 mls) and stirring continued at room temperature for a further 72 hours. The reaction mixture was filtered through Celite and then evaporated to leave a viscous oil. The oil was then partitioned between water (30 ml) and ethyl acetate (30 ml). The aqueous layer was washed with further ethyl acetate (2×30 mls) and all the ethyl acetate extracts combined and washed with brine (30 mls) and then water (30 mls) dried over anhydrous magnesium sulphate and evaporated to leave a clear light yellow oil (4.9 g, 100% yield).

후처리

  1. additionwas added
  2. additionwas added (50 mls)
  3. filtrationThe reaction mixture was filtered through Celite
  4. customevaporated
  5. customto leave a viscous oil
  6. customThe oil was then partitioned between water (30 ml) and ethyl acetate (30 ml)
  7. washThe aqueous layer was washed with further ethyl acetate (2×30 mls) and all the ethyl acetate
  8. washwashed with brine (30 mls)
  9. dry with materialwater (30 mls) dried over anhydrous magnesium sulphate
  10. customevaporated

출처 및 근거

ORD 기록
ord-95265bcc98e24992b2b297b137ee141f
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08716302B2

반응 노트

불러오는 중…