tert-Butyl [2-(hydroxymethyl)phenyl]carbamate → tert-Butyl (2-formylphenyl)carbamate

HRID 2203294노트

반응식

HRID 2203294 반응식
[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][OH:15])([CH3:4])([CH3:3])[CH3:2]>[O-2].[Mn+4].[O-2].C(Cl)Cl>[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH:14]=[O:15])([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 1

HCID 15292992tert-Butyl [2-(hydroxymethyl)phenyl]carbamate

생성물 1

HCID 11287472tert-Butyl (2-formylphenyl)carbamate

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 6344Dichloromethane용매

반응 조건

온도
40 °C

실험 절차

(2-Hydroxymethyl-phenyl)-carbamic acid tert-butyl ester (44.7 g, 0.200 mol), CH2Cl2 (625 mL) and manganese(IV) oxide (85%, 5 μm powder; 245.5 g, 2.400 mol) were introduced into a flask. The mixture was stirred at 40° C. for at least 4 h or until HPLC analysis showed that the reaction had proceeded to greater than 97% completion. The cooled mixture was filtered through a Celite pad (22 g) and the filter cake was rinsed with CH2Cl2 (625 mL). The filtrate and wash were concentrated in vacuo to dryness to afford the title compound as an oily yellow material (44 g, 99% yield).

후처리

  1. filtrationThe cooled mixture was filtered through a Celite pad (22 g)
  2. washthe filter cake was rinsed with CH2Cl2 (625 mL)
  3. washThe filtrate and wash
  4. concentrationwere concentrated in vacuo to dryness

출처 및 근거

ORD 기록
ord-966054003d6a4fd2b02d8b497925b030
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09365575B2

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