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Borane;tetrahydrofuran → HCID 22277862, 화합물

HRID 1063870
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HRID 1063870 반응식
[OH:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][C:7]2[C:15]([I:16])=[CH:14][C:10]([C:11](O)=[O:12])=[CH:9][C:8]=2[I:17])=[CH:4][CH:3]=1.B.C1COCC1>C1COCC1>[OH:12][CH2:11][C:10]1[CH:9]=[C:8]([I:17])[C:7]([O:6][C:5]2[CH:18]=[CH:19][C:2]([OH:1])=[CH:3][CH:4]=2)=[C:15]([I:16])[CH:14]=1
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참가 물질

4

반응물 2

HCID 2723981Borane;tetrahydrofuranHCID 129618974-(4-Hydroxyphenoxy)-3,5-diiodobenzoic acid

생성물 1

HCID 22277862HCID 22277862, 화합물수율 83%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

To a solution of 4-(4-hydroxy-phenoxy)-3,5-diiodobenzoic acid (400 mg, 0.828 mmol) in THF (6.0 ml) under argon was added borane-THF complex (3.31 mmol, 3.31 ml of 1M solution in THF) dropwise. After addition, the reaction mixture was heated at 60° C. for 3 h, then quenched with water and extracted with ethyl acetate three times. The organic extract was washed with water, then brine, dried (sodium sulfate) and concentrated in vacuo to afford the title compound (321 mg, 83%) as a white solid. 1H NMR (400 MHz, CDCl3) δ 7.79 (s, 2H), 6.67 (d, j=8.8 Hz, 2H), 6.55 (d, j=8.8 Hz, 2H), 4.55 (s, 2H) MS: (M+1-H2O)=451

후처리

  1. additionAfter addition
  2. customquenched with water
  3. extractionextracted with ethyl acetate three times
  4. extractionThe organic extract
  5. washwas washed with water
  6. dry with materialbrine, dried (sodium sulfate)
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-74a1c11a5a574823a02e5e266dfe389c
출처 데이터셋
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06967220B2

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