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Iodine → HCID 13981859, 화합물

HRID 1823097
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HRID 1823097 반응식
[F:1][C:2]([F:16])([F:15])[C:3]([NH:5][C@H:6]([CH3:14])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:4].S(=O)(=O)(O)O.II.O.O.[I:26](O)(=O)(=O)=O>C(O)(=O)C.O>[F:1][C:2]([F:15])([F:16])[C:3]([NH:5][C@H:6]([CH3:14])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([I:26])=[CH:10][CH:9]=1)=[O:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 807IodineHCID 1118Sulfuric AcidHCID 148772362,2,2-Trifluoro-N-[(2R)-1-phenylpropan-2-yl]acetamideHCID 86590690HCID 86590690, 화합물

생성물 1

HCID 13981859HCID 13981859, 화합물수율 185.4%

시약·촉매·용매 2

HCID 176Acetic Acid용매
HCID 962
Water
용매

실험 절차

To a solution of 2,2,2-trifluoro-N-[(1R)-1-methyl-2-phenylethyl]acetamide (3.75 g) in acetic acid (32 ml)—water (6.5 ml)—sulfuric acid (0.97 ml) were added iodine (1.65 g) and periodic acid dihydrate (740 mg) at room temperature, and the mixture was heated to 60–80° C. for 5 hours. After being allowed to cool to room temperature, the mixture was partitioned between hexane/ethyl acetate and water. The organic layer was separated, washed successively with water, sodium sulfite solution, water and brine, dried over magnesium sulfate, and filtered. The filtrate was concentrated and the residue was recrystallized from diisopropyl ether (44 ml) to give 2,2,2-trifluoro-N-[(1R)-2-(4-iodophenyl)-1-methylethyl]acetamide (2.15 g) as a colorless needle.

후처리

  1. temperaturethe mixture was heated to 60–80° C. for 5 hours
  2. customthe mixture was partitioned between hexane/ethyl acetate and water
  3. customThe organic layer was separated
  4. washwashed successively with water, sodium sulfite solution, water and brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated
  8. customthe residue was recrystallized from diisopropyl ether (44 ml)

출처 및 근거

ORD 기록
ord-40fd5fdf8a254ed19eba37f2568d187a
출처 데이터셋
uspto-grants-2006_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07037938B2

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