1,4-Benzenedimethanol → 1,2-Benzenedimethanol

HRID 525639

반응식

HRID 525639 반응식
[C:1]1(CO)[CH:6]=[CH:5][C:4]([CH2:7][OH:8])=[CH:3][CH:2]=1.C(O)(=O)CC[C:14](C)=[O:15].C(N=C=NC(C)C)(C)C>CN(C1C=CN=CC=1)C.ClCCl>[C:3]1([CH2:14][OH:15])[C:4]([CH2:7][OH:8])=[CH:5][CH:6]=[CH:1][CH:2]=1

참가 물질

6

반응물 3

HCID 115061,4-BenzenedimethanolHCID 11579Levulinic AcidHCID 12734Diisopropylcarbodiimide

생성물 1

HCID 691531,2-Benzenedimethanol수율 191%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

In a flask with dichloromethane (ca. 25 ml), 1,4-phenylenedimethanol (5 g, 0.036 mol) and levulinic acid (8.36 g, 0.072 mol) were mixed. The flask was then cooled in an ice water bath. Diisopropyl carbodiimide (9.09 g, 0.072 mol) and the catalyst DMAP (ca. 100 mg) were then added slowly to the solution. The mixture was allowed to come to room temperature and was stirred overnight. The mixture was then filtered and washed with 1M HCL brine. It was then dried over MgSO4 and concentrated in vacuo to afford a white solid as the product (9.5 g). Its purity was ascertained using 1H NMR (300 MHZ in CDCL3): δ 7.34 (s, 4H), 5.11 (s, 4H), 2.77 (t, 4H), 2.62 (t, 4H), 2.18 (s, 6H).

후처리

  1. temperatureThe flask was then cooled in an ice water bath
  2. customto come to room temperature
  3. filtrationThe mixture was then filtered
  4. washwashed with 1M HCL brine
  5. dry with materialIt was then dried over MgSO4
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-8f81c57c43cd473db1297008907b262d
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09340658B2

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