홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Benzene → (4S)-3,3-dimethyl-4-tetrahydropyranyloxycyclohexene-1-carbaldehyde

HRID 1789245
노트
인쇄 미리보기

반응식

HRID 1789245 반응식
[CH2:1]([S:5][CH:6]=[C:7]1[CH:12]([OH:13])[C:11]([CH3:15])([CH3:14])[C@@H:10]([O:16][CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][O:18]2)[CH2:9][CH2:8]1)[CH2:2][CH2:3][CH3:4].C([OH:25])C.C1C=CC=CC=1>C(=O)([O-])[O-].[Cd+2].[Hg](Cl)Cl.O>[CH3:14][C:11]1([CH3:15])[C@@H:10]([O:16][CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][O:18]2)[CH2:9][CH2:8][C:7]([CH:6]=[O:25])=[CH:12]1.[CH2:1]([S:5][CH:6]=[C:7]1[C:12](=[O:13])[C:11]([CH3:14])([CH3:15])[C@@H:10]([O:16][CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][O:18]2)[CH2:9][CH2:8]1)[CH2:2][CH2:3][CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 3

HCID 241BenzeneHCID 702EthanolHCID 57136994(3S)-6-butylthiomethylene-2,2-dimethyl-3-tetrahydropyranyloxycyclohexan-1-ol

생성물 2

HCID 13924111(4S)-3,3-dimethyl-4-tetrahydropyranyloxycyclohexene-1-carbaldehydeHCID 56974798(3S)-6-butylthiomethylene-2,2-dimethyl-3-tetrahydropyranyloxycyclohexanone

시약·촉매·용매 3

HCID 10564
Cadmium carbonate (CdCO3)
촉매
HCID 24085Mercuric Chloride촉매
HCID 962Water용매

실험 절차

The crude compound (7) (2.00 g), cadmium carbonate (1.10 g, 6.4 mmoles) and mercury dichloride (1.74 g, 6.4 mmoles) were added to 95% ethanol (45 ml), and the solution was stirred for 5 minutes under reflux. After cooling, benzene and water were added, and the mixture was filtered through Celite. The filtrate was extracted twice with benzene, washed with an aqueous solution of sodium chloride, and dried over magnesium sulfate. The product was filtered and concentrated to give 1.32 g of a crude compound (8). At the same time, a compound corresponding to the compound (8) from which the tetrahydropyranyl group was removed formed as a by-product. This by-product was tetrahydropyranylated in a conventional manner, and purified by column chromatography (50 g of silica gel; n-hexane/ethyl acetate). Finally, the compound (8) was obtained in an amount of 0.71 g (in a yield of 47% from the compound (6)).

후처리

  1. temperatureunder reflux
  2. temperatureAfter cooling
  3. filtrationthe mixture was filtered through Celite
  4. extractionThe filtrate was extracted twice with benzene
  5. washwashed with an aqueous solution of sodium chloride
  6. dry with materialdried over magnesium sulfate
  7. filtrationThe product was filtered
  8. concentrationconcentrated
  9. customto give 1.32 g of a crude compound (8)
  10. customAt the same time, a compound corresponding to the compound (8) from which the tetrahydropyranyl group was removed
  11. customformed as a by-product
  12. custompurified by column chromatography (50 g of silica gel; n-hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-e006e7b3410346ea9dd39b3dc26dde0d
출처 데이터셋
uspto-grants-1987_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04687863

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트