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1192474-21-7 → tert-Butyl (3-bromo-5-formylphenyl)carbamate

HRID 541932
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인쇄 미리보기

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HRID 541932 반응식
[Br:1][C:2]1[CH:3]=[C:4]([NH:10][C:11](=[O:17])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[CH:5]=[C:6]([CH2:8][OH:9])[CH:7]=1>ClCCCl.[O-2].[Mn+4].[O-2]>[Br:1][C:2]1[CH:3]=[C:4]([NH:10][C:11](=[O:17])[O:12][C:13]([CH3:15])([CH3:14])[CH3:16])[CH:5]=[C:6]([CH:8]=[O:9])[CH:7]=1
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참가 물질

4

반응물 1

HCID 579619961192474-21-7

생성물 1

HCID 57961997tert-Butyl (3-bromo-5-formylphenyl)carbamate수율 82.2%

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매2회HCID 111,2-Dichloroethane용매

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온도
80 °C

실험 절차

A solution of tert-butyl [3-bromo-5-(hydroxymethyl)phenyl]carbamate (13.3 g, 44.2 mmol) and manganese(IV) oxide (19.2 g, 221 mmol) in 1,2-dichloroethane (88 mL) was stirred at 80° C. for 3 h. The reaction mixture was treated with additional manganese(IV) oxide (11.5 g, 132 mmol) and stirred at 80° C. for 16 h. The reaction mixture was filtered over celite (2×) and washed with dichloromethane. The filtrate was concentrated to give the desired product (10.9 g, 82% for 2 steps) as a white solid. LCMS for C12H14BrNO3Na (M+Na)+: m/z=321.9, 323.9.

후처리

  1. filtrationThe reaction mixture was filtered over celite (2×)
  2. washwashed with dichloromethane
  3. concentrationThe filtrate was concentrated

출처 및 근거

ORD 기록
ord-78e75f9ac2384f84a14f7561292954c2
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08871753B2

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