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Hydrochloric Acid → 2-Chloro-3-hydroxy-5-iodophenyl acetate

HRID 62762
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HRID 62762 반응식
[C:1]([O:4][C:5]1[CH:10]=[C:9]([I:11])[CH:8]=[C:7]([O:12]C(=O)C)[C:6]=1[Cl:16])(=[O:3])[CH3:2].[OH-].[Li+].Cl>O.O1CCOCC1>[C:1]([O:4][C:5]1[CH:10]=[C:9]([I:11])[CH:8]=[C:7]([OH:12])[C:6]=1[Cl:16])(=[O:3])[CH3:2]
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참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 679777952-Chloro-5-iodo-1,3-phenylene diacetate

생성물 1

HCID 670418062-Chloro-3-hydroxy-5-iodophenyl acetate수율 107.7%

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane용매

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온도
60 °C

실험 절차

A mixture of 2-chloro-5-iodo-1,3-phenylene diacetate (5) (5.16 g, 14.5 mmol) and 1M lithium hydroxide (29.1 mL, 29.1 mmol) in H2O (5 mL) and dioxane (20 mL) was stirred at 60° C. for 4 h then at RT for 20 h. The reaction mixture was acidified by the addition of 1M HCl and the product was extracted with EtOAc (150 mL). The organic solution was dried over MgSO4 and the solvent was removed in vacuo. The resulting oil was slurried with 1:1 DCM: isohexanes and the solvents were removed in vacuo to yield 2-chloro-3-hydroxy-5-iodophenyl acetate (6) (4.88 g, 86%) as a brown solid: m/z 311 [M−H]− (ES−).

후처리

  1. waitat RT for 20 h
  2. extractionthe product was extracted with EtOAc (150 mL)
  3. dry with materialThe organic solution was dried over MgSO4
  4. customthe solvent was removed in vacuo
  5. customisohexanes and the solvents were removed in vacuo

출처 및 근거

ORD 기록
ord-edc0c41070d64205b98e788d99bcca61
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09447028B2

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