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8-[(E)-2-(2,2-Dimethyl-[1,3]dioxolan-4-yl)-vinyl]-6,6-dimethyl-6H-benzo[b]naphtho[2,3-d]furan-11-one → 8-(3,4-Dihydroxy-butyl)-6,6-dimethyl-6H-benzo[b]naphtho[2,3-d]furan-11-one

HRID 61920
ノート
印刷プレビュー

反応式

HRID 61920 の反応式
CC1(C)[O:6][CH:5](/[CH:7]=[CH:8]/[C:9]2[CH:10]=[C:11]3[C:23](=[CH:24][CH:25]=2)[C:22](=[O:26])[C:14]2[C:15]4[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=4[O:17][C:13]=2[C:12]3([CH3:28])[CH3:27])[CH2:4][O:3]1>[Pd].CO>[OH:6][CH:5]([CH2:4][OH:3])[CH2:7][CH2:8][C:9]1[CH:10]=[C:11]2[C:23](=[CH:24][CH:25]=1)[C:22](=[O:26])[C:14]1[C:15]3[CH:21]=[CH:20][CH:19]=[CH:18][C:16]=3[O:17][C:13]=1[C:12]2([CH3:28])[CH3:27]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 668341018-[(E)-2-(2,2-Dimethyl-[1,3]dioxolan-4-yl)-vinyl]-6,6-dimethyl-6H-benzo[b]naphtho[2,3-d]furan-11-one

生成物 1

HCID 668351218-(3,4-Dihydroxy-butyl)-6,6-dimethyl-6H-benzo[b]naphtho[2,3-d]furan-11-one収率 31%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

To the MeOH solution (5 ml) of 8-[(E)-2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-vinyl]-6,6-dimethyl-6H-benzo[b]naphtho[2,3-d]furan-11-one (125 mg), 10% Pd—C(25 mg) was added and the mixture was stirred overnight at room temperature under hydrogen atmosphere. The catalyst was removed by filtration. The residues obtained after concentration under reduced pressure were purified by HPLC to obtain the title compound (35 mg, 31%).

後処理

  1. customThe catalyst was removed by filtration
  2. customThe residues obtained
  3. concentrationafter concentration under reduced pressure
  4. customwere purified by HPLC

出典と根拠

ORDレコード
ord-46589031aae043fcb23aa341c382d374
出典データセット
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09440922B2

反応ノート

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