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Trifluoroacetic acid → HCID 178456704, 화합물

HRID 1995784
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HRID 1995784 반응식
C([S:14][C:15]1[N:19]([CH2:20][C:21]#[CH:22])[N:18]=[N:17][N:16]=1)(C1C=CC=CC=1)C1C=CC=CC=1.C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O>>[CH2:20]([N:19]1[C:15]([SH:14])=[N:16][N:17]=[N:18]1)[C:21]#[CH:22]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 130511525-benzhydrylthio-1-(2-propynyl)-1H-tetrazole

생성물 1

HCID 178456704HCID 178456704, 화합물수율 59.3%

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온도
20 °C

실험 절차

A mixture of 5-benzhydrylthio-1-(2-propynyl)-1H-tetrazole (0.35 g), anisole (0.6 g) and trifluoroacetic acid (3.4 ml) was stirred for 30 minutes at 20° C. and then allowed to stand for 45 minutes. The reaction mixture was filtered and the filter cake was washed with isopropyl ether. The filtrate and the washing were combined and evaporated under reduced pressure. After the addition of the residue to a saturated aqueous solution of sodium bicarbonate precooled to 10° C., the resulting mixture was adjusted to pH 8.5 with 2 N aqueous solution of sodium hydroxide and washed with ethyl acetate. The washed aqueous layer was adjusted to pH 2.5 with 10% hydrochloric acid under ice-cooling and then extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate and evaporated to give 1-(2-propynyl)-1H-tetrazole-5-thiol (95 mg), which is decomposed from 60° to 71° C.

후처리

  1. waitto stand for 45 minutes
  2. filtrationThe reaction mixture was filtered
  3. washthe filter cake was washed with isopropyl ether
  4. customevaporated under reduced pressure
  5. additionAfter the addition of the residue to a saturated aqueous solution of sodium bicarbonate
  6. customprecooled to 10° C.
  7. washwashed with ethyl acetate
  8. temperaturecooling
  9. extractionextracted with ethyl acetate
  10. washThe extract was washed with a saturated aqueous solution of sodium chloride
  11. dry with materialdried over magnesium sulfate
  12. customevaporated

출처 및 근거

ORD 기록
ord-f6509d954fe949e7bb27534cc81471ae
출처 데이터셋
uspto-grants-1983_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04405617

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