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Hydrochloric Acid → N-(2-formyl-phenyl)-3-hydroxy-benzamide

HRID 278192
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반응식

HRID 278192 반응식
[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N-:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([OH:17])[CH:12]=1.CCN(CC)CC.N1C=CC=CC=1.Cl.CS(C)=[O:34]>C(Cl)Cl>[CH:2]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH:9][C:10](=[O:34])[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([OH:17])[CH:12]=1)=[O:1]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 679Dimethyl SulfoxideHCID 1049PyridineHCID 8471TriethylamineHCID 86757875HCID 86757875, 화합물

생성물 1

HCID 22627093N-(2-formyl-phenyl)-3-hydroxy-benzamide

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

To a solution of N-(2-hydroxymethylphenyl)-3-hydroxybenzyl amide (6.5 g, 26.7 mmol) in CH2Cl2 (120 ml) at 0° C. was added NEt3 (13.0 ml, 93.4 mmol) and pyridine.SO3 complex (12.7 g, 80.1 mmol ) in DMSO, 50 mL) and the solution was stirred 4 h at 25° C. The reaction was poured into ice and 10% HCl, and the layers were partitioned. The aqueous layer was washed 2× with CH2Cl2. All CH2Cl2 layers were combined and washed with H2O, saturated NaHCO3, brine, and dried (MgSO4). The solution was filtered and concentrated in vacuo to obtain the crude product which was purified on SiO2 gel using hexane/EtOAc 7/3 to obtain the title compound.

후처리

  1. customthe layers were partitioned
  2. washThe aqueous layer was washed 2× with CH2Cl2
  3. washwashed with H2O, saturated NaHCO3, brine
  4. dry with materialdried (MgSO4)
  5. filtrationThe solution was filtered
  6. concentrationconcentrated in vacuo
  7. customto obtain the crude product which
  8. customwas purified on SiO2 gel

출처 및 근거

ORD 기록
ord-e8a0679d4c9b4f278f858f8edc9ba2f7
출처 데이터셋
uspto-grants-2002_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06358985B1

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