Oxygen → Idebenone

HRID 637895

反応式

HRID 637895 の反応式
ClCCl.[OH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]1[C:20]([OH:21])=[C:19]([O:22][CH3:23])[C:18]([O:24][CH3:25])=[CH:17][C:16]=1[CH3:26].[O:27]=O>C1C=C(C=NCCN=CC2C([O-])=CC=CC=2)C([O-])=CC=1.[Co+2]>[OH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]1[C:20](=[O:21])[C:19]([O:22][CH3:23])=[C:18]([O:24][CH3:25])[C:17](=[O:27])[C:16]=1[CH3:26]

参加物

5

反応物 3

HCID 977OxygenHCID 6344DichloromethaneHCID 128241262-(10-Hydroxydecyl)-5,6-dimethoxy-3-methylphenol

生成物 1

HCID 3686Idebenone

試薬・触媒・溶媒 1

HCID 26517Salcomine触媒

実験手順

To a dichloromethane solution (30 ml) of 6-(10-hydroxydecyl)-2,3-dimethoxy-5-methylphenol (1.4 g) is added bis(salicylidene)ethylenediiminocobalt(II) (0.06 g), and the mixture is stirred in oxygen streams at 20° C. and atmospheric pressure for 72 hours. After the reaction has been completed, the reaction mixture is passed through a bed of a small quantity of silica gel (about 15 g) to remove the catalyst. The solvent is then distilled off and the residue is recrystallized from ether-hexane (1:4). The above procedure yields 6-(10-hydroxydecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone (1.01 g) as orange-yellow needles melting at 51° C.-52° C.

後処理

  1. customto remove the catalyst
  2. distillationThe solvent is then distilled off
  3. customthe residue is recrystallized from ether-hexane (1:4)

出典と根拠

ORDレコード
ord-0453ff7efc7c4300aedf62b1d0d4b0b6
出典データセット
uspto-grants-1985_12
特許番号
US04559177

関連ノート

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