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Toluene → HCID 58999558, 화합물

HRID 1593369
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HRID 1593369 반응식
[CH:1]([N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(C)C=CC=CC=1.Cl[CH2:28][CH:29]=[CH:30][CH2:31][OH:32].C(N(C(C)C)CC)(C)C>CN(C=O)C>[CH:1]([N:14]1[CH2:19][CH2:18][N:17]([CH2:28]/[CH:29]=[CH:30]\[CH2:31][OH:32])[CH2:16][CH2:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 1140TolueneHCID 70048BenzhydrylpiperazineHCID 81531DiisopropylethylamineHCID 53394963HCID 53394963, 화합물

생성물 1

HCID 58999558HCID 58999558, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
57.5 °C

실험 절차

A solution containing 1-benzhydrylpiperazine (3 g, 0.0119 mol), toluene (20 ml), 4-chloro-2-butene-1-ol (1.65 g, 0.0155 mol), diisopropylethylamine (3.81 g, 0.0295 mol), and DMF (3 ml) is stirred at 55-60° C. for 5 hrs. The reaction mass is quenched with water (20 ml), organic layer separated and the aqueous layer extracted with dichloromethane (2×20 ml). The organic extract is washed with water (10 ml), and concentrated to obtain crude product, which is purified by flash column chromatography on silica gel using dichloromethane-methanol (9.3:0.7) as mobile phase to obtain pure product.

후처리

  1. customThe reaction mass is quenched with water (20 ml), organic layer
  2. customseparated
  3. extractionthe aqueous layer extracted with dichloromethane (2×20 ml)
  4. extractionThe organic extract
  5. washis washed with water (10 ml)
  6. concentrationconcentrated
  7. customto obtain crude product, which
  8. customis purified by flash column chromatography on silica gel
  9. customto obtain pure product

출처 및 근거

ORD 기록
ord-d52cdcc69d21472a9c722b8cc464690c
출처 데이터셋
uspto-grants-2007_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07297697B2

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