Triacetoxyperiodinane → [6-(4-tert-Butyl-cyclohexyloxy)-naphthalen-2-yl]-acetaldehyde

HRID 2404204ノート

反応式

HRID 2404204 の反応式
[C:1]([CH:5]1[CH2:10][CH2:9][CH:8]([O:11][C:12]2[CH:13]=[C:14]3[C:19](=[CH:20][CH:21]=2)[CH:18]=[C:17]([CH2:22][CH2:23][OH:24])[CH:16]=[CH:15]3)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[C:1]([CH:5]1[CH2:10][CH2:9][CH:8]([O:11][C:12]2[CH:13]=[C:14]3[C:19](=[CH:20][CH:21]=2)[CH:18]=[C:17]([CH2:22][CH:23]=[O:24])[CH:16]=[CH:15]3)[CH2:7][CH2:6]1)([CH3:4])([CH3:2])[CH3:3]

参加物

4

反応物 2

HCID 159087TriacetoxyperiodinaneHCID 669266452-[6-(4-tert-Butyl-cyclohexyloxy)-naphthalen-2-yl]-ethanol

生成物 1

HCID 86668430[6-(4-tert-Butyl-cyclohexyloxy)-naphthalen-2-yl]-acetaldehyde収率 71.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 2-[6-(4-tert-butyl-cyclohexyloxy)-naphthalen-2-yl]-ethanol (170 mg, 0.52 mmol) in methylene chloride (5 mL) was added Dess-Martin periodinane (0.31 g, 0.73 mmol). After stirred at room temperature for 1 hour, the solution was diluted with methylene chloride, washed with sodium thiosulfate aqueous, dried over Na2SO4, and concentrated. The crude was purified via silica gel column to afford white solid (120 mg, yield: 70%). ESI-MS: 325.20 (M+H)+.

後処理

  1. washwashed with sodium thiosulfate aqueous
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated
  4. customThe crude was purified via silica gel column

出典と根拠

ORDレコード
ord-301cefb46edb4805b73015aafabb18a4
出典データセット
uspto-grants-2014_08
特許番号
US08802659B2

反応ノート

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