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Dibutyltin oxide → HCID 178497744, 화합물

HRID 1927421
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HRID 1927421 반응식
[C:1]([C:5]1[CH:42]=[CH:41][C:8]([CH2:9][O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2/[CH:17]=[CH:18]/[CH:19]([CH2:32][C:33]2[CH:38]=[CH:37][C:36]([C:39]#[N:40])=[CH:35][CH:34]=2)[CH2:20][CH2:21][C:22]2[CH:31]=[CH:30][C:25]([C:26]([O:28][CH3:29])=[O:27])=[CH:24][CH:23]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C[Si]([N:47]=[N+:48]=[N-:49])(C)C.C([Sn](=O)CCCC)CCC>C1(C)C=CC=CC=1>[C:1]([C:5]1[CH:42]=[CH:41][C:8]([CH2:9][O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2/[CH:17]=[CH:18]/[CH:19]([CH2:32][C:33]2[CH:34]=[CH:35][C:36]([C:39]3[NH:49][N:48]=[N:47][N:40]=3)=[CH:37][CH:38]=2)[CH2:20][CH2:21][C:22]2[CH:23]=[CH:24][C:25]([C:26]([O:28][CH3:29])=[O:27])=[CH:30][CH:31]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

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HCID 61221Dibutyltin oxideHCID 78378AzidotrimethylsilaneHCID 57831359Methyl 4-[(4E)-5-{2-[(4-tert-butylbenzyl)oxy]phenyl}-3-(4-cyanobenzyl)pent-4-en-1-yl]benzoate

생성물 1

HCID 178497744HCID 178497744, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
80 °C

실험 절차

A solution of 180 mg (0.32 mmol) of methyl 4-[(4E)-5-{2-[(4-tert-butylbenzyl)oxy]phenyl}-3-(4-cyanobenzyl)pent-4-en-1-yl]benzoate in 10 ml of toluene is mixed with 557.3 mg (4.84 mmol) of trimethylsilyl azide and 120.51 mg (0.48 mmol) of di-n-butyltin oxide and heated at 80° C. for 12 hours. After cooling to room temperature, the mixture is washed with saturated sodium bicarbonate solution. The organic phase is separated off, washed with saturated sodium chloride solution and dried over sodium sulfate. After filtration the filtrate is concentrated to dryness. The resulting crude product is purified on a silica gel column (mobile phase: cyclohexan/ethyl acetate 2:1→1:2). 88 mg (0.14 mmol, 43% of theory) of a white foam are obtained.

후처리

  1. temperatureAfter cooling to room temperature
  2. washthe mixture is washed with saturated sodium bicarbonate solution
  3. customThe organic phase is separated off
  4. washwashed with saturated sodium chloride solution
  5. dry with materialdried over sodium sulfate
  6. filtrationAfter filtration the filtrate
  7. concentrationis concentrated to dryness
  8. customThe resulting crude product is purified on a silica gel column (mobile phase: cyclohexan/ethyl acetate 2:1→1:2)
  9. custom88 mg (0.14 mmol, 43% of theory) of a white foam are obtained

출처 및 근거

ORD 기록
ord-68d1b5efd6784e6fb18148037eef8ca5
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08183271B2

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