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Triethylamine → HCID 21467155, 화합물

HRID 1939191
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HRID 1939191 반응식
[Cl:1][C:2]1[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[CH:18]=[CH:17][C:3]=1[C:4]([N:6]1[CH2:12][CH2:11][CH2:10][CH:9](O)[C:8]2[S:14][CH:15]=[CH:16][C:7]1=2)=[O:5].C(N(CC)CC)C.CS(Cl)(=O)=O>ClCCl>[Cl:1][C:2]1[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[CH:18]=[CH:17][C:3]=1[C:4]([N:6]1[CH2:12][CH2:11][CH:10]=[CH:9][C:8]2[S:14][CH:15]=[CH:16][C:7]1=2)=[O:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 21467154HCID 21467154, 화합물

생성물 1

HCID 21467155HCID 21467155, 화합물수율 93.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 0.90 g of 4-(2-chloro-4-nitrobenzoyl)-8-hydroxy-5,6,7,8-tetrahydro-4H-thieno[3,2-b]azepine in 5 ml of dichloromethane cooled to -10° C. is added under argon 533 μl of triethylamine and dropwise 296 μl of methanesulfonyl chloride. After one hour the cooling bath is removed and the mixture allowed to stand at room temperature overnight. The mixture is diluted with 10 ml of dichloromethane and 5 ml of water. The organic layer is separated, dried (Na2SO4) and filtered through a thin pad of hydrous magnesium silicate. The filtrate is concentrated under vacuum to give an oil which is crystallized by adding hexane. Filtration gives light yellow crystals (0.80 g).

후처리

  1. customAfter one hour the cooling bath is removed
  2. additionThe mixture is diluted with 10 ml of dichloromethane and 5 ml of water
  3. customThe organic layer is separated
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered through a thin pad of hydrous magnesium silicate
  6. concentrationThe filtrate is concentrated under vacuum
  7. customto give an oil which
  8. customis crystallized
  9. additionby adding hexane
  10. filtrationFiltration

출처 및 근거

ORD 기록
ord-6ecae8b5712344d28d36b2a58f6651b9
출처 데이터셋
uspto-grants-1997_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05696112

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