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Benzyl mercaptan → HCID 57201698, 화합물

HRID 1534753
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HRID 1534753 반응식
[H-].[K+].[CH2:3]([SH:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH3:11][C:12]1[C:13]([N+]([O-])=O)=[C:14]([CH:21]=[CH:22][CH:23]=1)[C:15]([O:17][CH:18]([CH3:20])[CH3:19])=[O:16]>O1CCCC1>[CH3:11][C:12]1[C:13]([S:10][CH2:3][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)=[C:14]([CH:21]=[CH:22][CH:23]=1)[C:15]([O:17][CH:18]([CH3:20])[CH3:19])=[O:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7509Benzyl mercaptanHCID 82127Potassium hydrideHCID 524488701-Methylethyl 3-methyl-2-nitrobenzoate

생성물 1

HCID 57201698HCID 57201698, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred suspension of dry tetrahydrofuran (125mL) and 35% potassium hydride in oil (6.3 g) was slowly added benzyl mercaptan (6.1 mL) at 0° C. under an inert atmosphere. After 15 minutes, 3-methyl-2-nitrobenzoic acid, 1-methylethyl ester (11.23 g) was added and the resulting mixture was stirred at room temperature overnight. The reaction mixture was partitioned between 6N sodium hydroxide (25 mL) and ethyl acetate (150 mL). The organic phase was dried over magnesium sulfate, filtered, concentrated, and chromatographed on silica gel eluted with 5% ethyl acetate in hexanes to give 13.7 g of the title compound as a yellow oil, nD 1.5642.

후처리

  1. customat 0° C.
  2. customThe reaction mixture was partitioned between 6N sodium hydroxide (25 mL) and ethyl acetate (150 mL)
  3. dry with materialThe organic phase was dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customchromatographed on silica gel
  7. washeluted with 5% ethyl acetate in hexanes

출처 및 근거

ORD 기록
ord-23829148d39d40df96058b75d1170e73
출처 데이터셋
uspto-grants-1992_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05090993

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