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Hydrochloric Acid → [1R*,8S*,9aR*]1-Carbomethoxy-5,6-dimethoxy-8-phenyl-2,3,7,8,9,9a-hexahydrophenalene

HRID 1089026
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HRID 1089026 반응식
[C:1]([C@@H:5]1[C@@H:16]2[C:17]3[C:8](=[CH:9][C:10]([O:26][CH3:27])=[C:11]([O:24][CH3:25])[C:12]=3[CH2:13][C@@H:14]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH2:15]2)[C:7](O)=[CH:6]1)([O:3][CH3:4])=[O:2].C(OCC)(=O)C.Cl.[H][H]>CO.[Pd]>[C:1]([C@H:5]1[C@@H:16]2[C:17]3[C:8](=[CH:9][C:10]([O:26][CH3:27])=[C:11]([O:24][CH3:25])[C:12]=3[CH2:13][C@@H:14]([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH2:15]2)[CH2:7][CH2:6]1)([O:3][CH3:4])=[O:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 70053121HCID 70053121, 화합물HCID 178418361HCID 178418361, 화합물2회

생성물 1

HCID 18641660[1R*,8S*,9aR*]1-Carbomethoxy-5,6-dimethoxy-8-phenyl-2,3,7,8,9,9a-hexahydrophenalene

시약·촉매·용매 2

HCID 23938
Palladium
촉매
HCID 887Methanol용매

실험 절차

To a solution of 0.5 g (1.3 mmol) of [1R,8S,9aR]-1-carbomethoxy 5,6 dimethoxy 3 hydroxy 8 phenyl-7,8,9,9a-tetrahydro-phenalene (54-3A), in 50 mL of methanol, 50 mL of ethyl acetate and 0.1 mL of concentrated aqueous hydrochloric acid was added 0.2 g of 5% palladium on carbon and the reaction mixture was shaken under 4 atmospheres of hydrogen until the uptake of hydrogen had ceased. The palladium catalyst was removed by filtration through Celite filter aid and the filtrate was concentrated to give a white solid, which was carried on to the next step without purification.

후처리

  1. customThe palladium catalyst was removed by filtration through Celite
  2. filtrationfilter aid
  3. concentrationthe filtrate was concentrated
  4. customto give a white solid, which
  5. customwas carried on to the next step without purification

출처 및 근거

ORD 기록
ord-f3418961b542490b810f81205f3b39a0
출처 데이터셋
uspto-grants-1990_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04963568

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