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Water → {7-[(Phenylsulfonyl)amino]-3,4-dihydro-2H-chromen-2-yl}methylbenzenesulfonate

HRID 49461
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HRID 49461 반응식
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][CH:8]([CH2:12][OH:13])[O:9]2)=[CH:4][CH:3]=1.[C:14]1([S:20](Cl)(=[O:22])=[O:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[OH2:24]>N1C=CC=CC=1>[C:14]1([S:20]([NH:1][C:2]2[CH:11]=[C:10]3[C:5]([CH2:6][CH2:7][CH:8]([CH2:12][O:13][S:20]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)(=[O:21])=[O:24])[O:9]3)=[CH:4][CH:3]=2)(=[O:22])=[O:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1
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참가 물질

5

반응물 3

HCID 962WaterHCID 7369Benzenesulfonyl chlorideHCID 10511549(7-Aminochroman-2-yl)methanol

생성물 1

HCID 20637419{7-[(Phenylsulfonyl)amino]-3,4-dihydro-2H-chromen-2-yl}methylbenzenesulfonate수율 92%

시약·촉매·용매 1

HCID 1049Pyridine용매2회

실험 절차

A solution of (7-amino-2-(hydroxymethyl)chroman (0.52 g, 2.9 mmol) in pyridine is treated with a solution of phenylsulfonyl chloride (0.81 mL, 6.4 mmol) in pyridine, stirred at ambient temperature for 1 h, poured into water and extracted with ethyl acetate. The extracts are combined, washed with brine, dried over MgSO4 and concentrated in vacuo. The resultant residue is chromatographed (silica gel, ethyl acetate:hexane 1:1) to afford the title product as an off-white solid, 1.23 g (92% yield), identified by NMR and mass spectral analyses.

후처리

  1. extractionextracted with ethyl acetate
  2. washwashed with brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe resultant residue is chromatographed (silica gel, ethyl acetate:hexane 1:1)

출처 및 근거

ORD 기록
ord-9486a64c97bf40d68aa16aa01f6630c9
출처 데이터셋
uspto-grants-2004_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06706757B2

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