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Triethylamine → 2,2-Dimethyl-2,3-dihydro-7-[N-methyl-N-(4-tert-butylphenylthiosulfenyl)carbamoyloxy] benzofuran

HRID 1112407
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HRID 1112407 반응식
[CH3:1][C:2]1([CH3:12])[CH2:6][C:5]2[CH:7]=[CH:8][CH:9]=[C:10]([OH:11])[C:4]=2[O:3]1.[CH3:13][N:14]([S:18][S:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]([CH3:29])([CH3:28])[CH3:27])=[CH:22][CH:21]=1)[C:15](F)=[O:16].C(N(CC)CC)C>O1CCOCC1.O>[CH3:1][C:2]1([CH3:12])[CH2:6][C:5]2[CH:7]=[CH:8][CH:9]=[C:10]([O:11][C:15](=[O:16])[N:14]([CH3:13])[S:18][S:19][C:20]3[CH:25]=[CH:24][C:23]([C:26]([CH3:27])([CH3:29])[CH3:28])=[CH:22][CH:21]=3)[C:4]=2[O:3]1
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참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 152782,3-Dihydro-2,2-dimethyl-7-benzofuranolHCID 23333006N-Methyl-N(4-t-Butylphenylthiosulfenyl) Carbamoyl Fluoride

생성물 1

HCID 227640422,2-Dimethyl-2,3-dihydro-7-[N-methyl-N-(4-tert-butylphenylthiosulfenyl)carbamoyloxy] benzofuran수율 39.9%

시약·촉매·용매 2

HCID 962Water용매
HCID 31275
1,4-Dioxane
용매

실험 절차

To a solution of 4.0 g (0.024 m) of 2,2-dimethyl-2,3-dihydrobenzofuran-7-ol and 6.56 g (0.024 m) of N-methyl-N-(p-tert-butylphenylthiosulfenyl)carbamoyl fluoride in 25 ml of dioxane was added 2.45 g (0.024 m) of triethylamine. After 24 hours the reaction mixture was diluted with 200 ml of water and the product was extracted in ethylacetate. The organic extract was washed in turn with diluted sodium hydroxide and water, dried over MgSO4 and concentrated under reduced pressure. The product was crystallized from isopropyl ether to yield 4.0 g of a white solid, m.p. 150°-151° C.

후처리

  1. extractionthe product was extracted in ethylacetate
  2. extractionThe organic extract
  3. washwas washed in turn with diluted sodium hydroxide and water
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated under reduced pressure
  6. customThe product was crystallized from isopropyl ether

출처 및 근거

ORD 기록
ord-8c6dde35167a4e79a633a4157c8375f4
출처 데이터셋
uspto-grants-1978_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04122204

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