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(2-(2-(Dimethylamino)ethylamino)-3-fluorophenyl)methanol → 2-(2-(Dimethylamino)ethylamino)-3-fluorobenzaldehyde

HRID 1695935
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인쇄 미리보기

반응식

HRID 1695935 반응식
[CH3:1][N:2]([CH3:15])[CH2:3][CH2:4][NH:5][C:6]1[C:11]([F:12])=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:13][OH:14]>C1(C)C=CC=CC=1.O=[Mn]=O>[CH3:1][N:2]([CH3:15])[CH2:3][CH2:4][NH:5][C:6]1[C:11]([F:12])=[CH:10][CH:9]=[CH:8][C:7]=1[CH:13]=[O:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 57774489(2-(2-(Dimethylamino)ethylamino)-3-fluorophenyl)methanol

생성물 1

HCID 577744202-(2-(Dimethylamino)ethylamino)-3-fluorobenzaldehyde

시약·촉매·용매 2

HCID 14801Manganese dioxide촉매HCID 1140Toluene용매

실험 절차

(2-(2-(dimethylamino)ethylamino)-3-fluorophenyl)methanol (536 mg, 2.525 mmol) and MnO2 (878.1 mg, 174.7 μL, 10.10 mmol) were heated to reflux in toluene (13 mL) overnight. The suspension was filtered through Celite with CH2Cl2 and concentrated on a rotary evaporator. The crude product was purified on 12 g Redisep ISCO column eluting with 4-55% EtOAc/Hexanes over 30 CV. 2-(2-(Dimethylamino)ethylamino)-3-fluorobenzaldehyde was identified by 1H-NMR and carried on to next reaction.

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후처리

  1. filtrationThe suspension was filtered through Celite with CH2Cl2
  2. concentrationconcentrated on a rotary evaporator
  3. customThe crude product was purified on 12 g Redisep ISCO column
  4. washeluting with 4-55% EtOAc/Hexanes over 30 CV
  5. customcarried on to next reaction

출처 및 근거

ORD 기록
ord-05d0d4d99adb4fb5b23619958368f273
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08163737B2

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