1,3-Adamantanedimethanol → HCID 15483193、化合物

HRID 910427ノート

反応式

HRID 910427 の反応式
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[OH:12][CH2:13][C:14]12[CH2:23][CH:18]3[CH2:19][CH:20]([CH2:22][C:16]([CH2:24][OH:25])([CH2:17]3)[CH2:15]1)[CH2:21]2>C(Cl)Cl.C1COCC1.C(OCC)C>[C:14]12([CH:13]=[O:12])[CH2:23][CH:18]3[CH2:19][CH:20]([CH2:22][C:16]([CH:24]=[O:25])([CH2:17]3)[CH2:15]1)[CH2:21]2

参加物

6

反応物 2

HCID 7030111,3-AdamantanedimethanolHCID 178418287HCID 178418287、化合物

生成物 1

HCID 15483193HCID 15483193、化合物

試薬・触媒・溶媒 3

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a suspension of pyridinium chlorochromate (PCC, 0.850 g, 4.0 mmol) in CH2Cl2 (˜10 mL) was added a suspension of 1,3-bis(hydroxymethyl)adamantane (0.196 g, 1.0 mmol) in anhydrous THF (˜5 mL). The reaction mixture was stirred at room temperature for 2.5 hours, whereupon it was diluted with anhydrous diethyl ether (˜50 mL) and filtered through a plug of florisil. The filtrate was evaporated in vacuo to afford dicarbaldehyde (0.183 g, 95%). According to GC analysis (DB 210, 150° C.), product had a purity of over 95%. Since dialdehyde is unstable and decomposes on silica gel, the sample was used in the next step without further purification.

後処理

  1. additionwas added
  2. filtrationfiltered through a plug of florisil
  3. customThe filtrate was evaporated in vacuo
  4. customto afford dicarbaldehyde (0.183 g, 95%)
  5. customAccording to GC analysis (DB 210, 150° C.), product
  6. customthe sample was used in the next step without further purification

出典と根拠

ORDレコード
ord-d55428e7848345ccb8a88c1b499ebfe5
出典データセット
uspto-grants-2011_09
特許番号
US08022097B2

反応ノート

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