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2-iodo-3-methyl-benzoyl Chloride → (2-Iodo-3-methylphenyl)methanol

HRID 723090
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HRID 723090 반응식
[I:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[I:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[CH2:4][OH:5]
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참가 물질

4

반응물 2

HCID 110332772-iodo-3-methyl-benzoyl ChlorideHCID 21226445Aluminium lithium hydride

생성물 1

HCID 15717698(2-Iodo-3-methylphenyl)methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
-78 °C

실험 절차

2-Iodo-3-methyl-benzoyl chloride (1360 mg, 4.86 mmol, Example 131: a) was dissolved into THF (2 mL) and cooled to −78° C. To this was slowly added a slurry of lithium aluminum hydride (184.3 mg, 4.86 mmol) that was carefully weighed into a dry flask and cooled to 78° C., before THF (2 mL) was added. The reaction was warmed to RT slowly and stirred for an hour. The reaction was quenched by cooling back to −78° C. and adding 200 μL water, 200 μL 15% NaOH, 600 μL water and then poured over celite and filtered with THF. The title compound was obtained as a yellow solid. 1H-NMR (CDCl3): δ 7.21–7.19 (m, 2H), 7.14–7.11 (m, 1H,), 4.61 (s, 2H), 2.43 (s, 3H).

후처리

  1. customwas carefully weighed into a dry flask
  2. additionwas added
  3. temperatureThe reaction was warmed to RT slowly
  4. customThe reaction was quenched
  5. temperatureby cooling back to −78° C.
  6. additionadding 200 μL water, 200 μL 15% NaOH, 600 μL water
  7. additionpoured over celite
  8. filtrationfiltered with THF

출처 및 근거

ORD 기록
ord-34f601ebce7c42e68c973e87ac21d5e1
출처 데이터셋
uspto-grants-2006_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07138530B2

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