Benzene, 1,3-diiodo- → 3-(3-Iodophenyl)-3-oxetanol

HRID 334050

반응식

HRID 334050 반응식
C([Li])CCC.I[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([I:13])[CH:8]=1.[O:14]1[CH2:17][C:16](=[O:18])[CH2:15]1.[NH4+].[Cl-]>C1COCC1>[I:13][C:9]1[CH:8]=[C:7]([C:16]2([OH:18])[CH2:17][O:14][CH2:15]2)[CH:12]=[CH:11][CH:10]=1

참가 물질

6

반응물 4

HCID 12270Benzene, 1,3-diiodo-HCID 25517Ammonium ChlorideHCID 150242543-OxetanoneHCID 178418339Butyllithium

생성물 1

HCID 866882783-(3-Iodophenyl)-3-oxetanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2.55 mL (6.37 mmol) n-butyl lithium (2.5 M in THF) was added dropwise to a mixture of 2.00 g (6.06 mmol) 1,3-diiodobenzene in 40 mL THF under argon atmosphere at −70° C. The resulting mixture was stirred for 15 min 476 μL (7.28 mmol) 3-oxetanone was added and the mixture was stirred over night at RT. The mixture was worked up by adding saturated NH4Cl solution followed by extraction with EtOAc. The combined organic phases were dried over magnesium sulfate, filtered and concentrated in vacuo. The crude material was purified by HPLC.

후처리

  1. additionwas added
  2. extractionfollowed by extraction with EtOAc
  3. dry with materialThe combined organic phases were dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe crude material was purified by HPLC

출처 및 근거

ORD 기록
ord-318a8a5cad21415f8162d4a86d0ffd30
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08883789B2

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