Isopropanol → 3-Methoxy-5-(propan-2-yloxy)aniline

HRID 1616945노트

반응식

HRID 1616945 반응식
[NH2:1][C:2]1[CH:3]=[C:4](O)[CH:5]=[C:6]([O:8][CH3:9])[CH:7]=1.[CH:11]([OH:14])([CH3:13])[CH3:12].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>C1COCC1>[CH:11]([O:14][C:4]1[CH:3]=[C:2]([CH:7]=[C:6]([O:8][CH3:9])[CH:5]=1)[NH2:1])([CH3:13])[CH3:12]

참가 물질

6

반응물 4

HCID 3776IsopropanolHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 119535163-Amino-5-methoxyphenol

생성물 1

HCID 115719053-Methoxy-5-(propan-2-yloxy)aniline수율 58.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 3-amino-5-methoxyphenol (5.44 g, 39.1 mmol), isopropyl alcohol (3.6 ml, 47 mmol) and triphenylphosphine (12.0 g, 47 mmol) in THF, was added diethyl azodicarboxylate (7.4 ml, 47 mmol). The reaction mixture was stirred for 16 h and the solvent was removed. The residue was purified by flash chromatography on silica gel eluting with 20% EtOAc/hexanes to afford the title compound (4.13 g). MS m/z: 182 [M+H]+

후처리

  1. customthe solvent was removed
  2. customThe residue was purified by flash chromatography on silica gel eluting with 20% EtOAc/hexanes

출처 및 근거

ORD 기록
ord-689972f5ed864150a37c67ba9247ea6a
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765779B2

반응 노트

불러오는 중…