Triacetoxyperiodinane → 8-Methyl-1,2,3,4-tetrahydronaphthalene-1-carbaldehyde

HRID 1793579노트

반응식

HRID 1793579 반응식
[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH:10]([CH2:12][OH:13])[CH2:9][CH2:8][CH2:7]2.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C1=CC=CC=2)=O>ClCCl>[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH:10]([CH:12]=[O:13])[CH2:9][CH2:8][CH2:7]2

참가 물질

4

반응물 2

HCID 159087Triacetoxyperiodinane2회HCID 118052711,2,3,4-Tetrahydro-8-methyl-1-naphthalenemethanol

생성물 1

HCID 220221828-Methyl-1,2,3,4-tetrahydronaphthalene-1-carbaldehyde

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

(8-Methyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-methanol (0.03 g, 0.17 mmol) was dissolved in dichloromethane (0.5 mL). To the solution was then added 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3 (1H)-one, also known as Dess-Martin periodinane (0.087 g, 0.20 mmol). The reaction mixture was stirred for 2 hrs then partitioned with an aqueous saturated solution of thiosulfate and dichloromethane. The organic layer was washed with an aqueous saturated solution of thiosulfate, an aqueous saturated solution of sodium bicarbonate, brine, dried with Na2SO4, filtered and the solvent evaporated in vacuo to yield 8-methyl-1,2,3,4-tetrahydro-naphthalene-1-carbaldehyde as a solid.

후처리

  1. customthen partitioned with an aqueous saturated solution of thiosulfate and dichloromethane
  2. washThe organic layer was washed with an aqueous saturated solution of thiosulfate
  3. dry with materialan aqueous saturated solution of sodium bicarbonate, brine, dried with Na2SO4
  4. filtrationfiltered
  5. customthe solvent evaporated in vacuo

출처 및 근거

ORD 기록
ord-e50bc815ce264a92a4f7c341ff683809
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07081463B2

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