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Triethylamine → 2-(4-Methyl-2,6,7-trioxabicyclo[2,2,2]oct-1-yl)furan

HRID 566391
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HRID 566391 반응식
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([O:8][CH3:9])=O.C(N([CH2:15][CH3:16])CC)C.CC[O:19][CH2:20]C.C[C:23](C)=[O:24]>ClCCl.B(F)(F)F.CCOCC>[CH3:3][C:4]12[CH2:20][O:19][C:2]([C:6]3[O:8][CH:9]=[CH:15][CH:16]=3)([O:24][CH2:23]1)[O:1][CH2:5]2
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 11902Methyl 2-furoateHCID 21584533Acetone diethylether

생성물 1

HCID 226097422-(4-Methyl-2,6,7-trioxabicyclo[2,2,2]oct-1-yl)furan수율 19%

시약·촉매·용매 2

HCID 8000Boron trifluoride etherate촉매HCID 6344Dichloromethane
용매

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온도
0 °C

실험 절차

3-Methyl-3-oxetane)methyl 2-furoate (11.8 g, 60.1 mmol) was dissolved in dichloromethane (250 ml) and the solution was cooled to 0° C. Boron trifluoride-etherate (10 drops) was added and the mixture stirred at room temperature, and then left to stand for two months. Triethylamine (0.5 ml, 0.36 g, 3.6 mmol) was added and the mixture concentrated to give a sticky white solid. Trituration with ether/acetone gave the title compound as a white solid (2.2 g, 11.2 mmol, 19%); δH [2H6]DMSO 8.00 (1H,s), 7.34 (1H,d), 7.71 (1H,dd), 4.44 (2H,d), 4.35 (2H,s), 4.28 (2H,d), 1.31 (3H,s).

후처리

  1. waitleft
  2. waitto stand for two months
  3. concentrationthe mixture concentrated
  4. customto give a sticky white solid

출처 및 근거

ORD 기록
ord-8d02cbee79744e85842cad181eaba12c
출처 데이터셋
uspto-grants-2001_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06174889B1

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