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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 2275298
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HRID 2275298 반응식
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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

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%).

후처리

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

출처 및 근거

ORD 기록
ord-673b496aa03b4259812ba940baa34f75
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09126931B2

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