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Hydrochloric Acid → HCID 69939986, 화합물

HRID 1058265
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HRID 1058265 반응식
C(S([NH:7][CH:8]([C:10]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:11]=1[CH2:12][OH:13])[CH3:9])=O)(C)(C)C.Cl.O1CCOCC1>CO>[NH2:7][CH:8]([C:10]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:11]=1[CH2:12][OH:13])[CH3:9]
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 69940220HCID 69940220, 화합물

생성물 1

HCID 69939986HCID 69939986, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a stirred solution of 2-(1-tert-butylsulfinamidylethyl)-5-chlorobenzyl alcohol from the previous step (isomer 1, 0.410 g, 1.42 mmol) in MeOH (5 mL) at ambient temperature was added 4M HCl in dioxane (0.71 mL, 2.8 mmol). The resulting solution was stirred at ambient temperature for 0.5 h, then concentrated in vacuo. The residue was partitioned between EtOAc and water basicified to pH=8 with saturated NaHCO3 solution. The EtOAc layer was separated, dried over anhydrous Na2SO4, and filtered. The filtrate solvent was removed under reduced pressure. 2-(1-aminoethyl)-5-chlorobenzyl alcohol was obtained as a pink oil that crystallized on sitting (0.2 g; HPLC RT=2.06 min, method A; 1H NMR, 400 MHz, CDCl3, 7.3 ppm (s, 1H), 7.28 ppm (d, 1H), 7.22 ppm (d, 1H), 4.73 ppm (d, 1H), 4.45 ppm (d, 1H), 4.3 ppm (m, 1H), 1.52 ppm (d, 3H).

후처리

  1. concentrationconcentrated in vacuo
  2. customThe residue was partitioned between EtOAc and water
  3. customThe EtOAc layer was separated
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationfiltered
  6. customThe filtrate solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-2b2d921594b44aefafe2f8ca062c6682
출처 데이터셋
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06515011B2

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