4-Benzylphenol → cis-1-(4-Benzylphenoxy)-2-tert-butoxycarbonylaminoindane

HRID 965224

反応式

HRID 965224 の反応式
[C:1]([O:5][C:6]([N:8]1[CH:10]2[CH2:11][C:12]3[C:17]([CH:9]12)=[CH:16][CH:15]=[CH:14][CH:13]=3)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:18]([C:25]1[CH:30]=[CH:29][C:28]([OH:31])=[CH:27][CH:26]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(Cl)(Cl)Cl.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>[CH2:18]([C:25]1[CH:26]=[CH:27][C:28]([O:31][C@@H:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH2:11][C@@H:10]2[NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])=[CH:29][CH:30]=1)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

参加物

5

反応物 2

HCID 75634-BenzylphenolHCID 53697243(+/-)N-tert-butoxycarbonyl-1,2-iminoindane

生成物 1

HCID 18661294cis-1-(4-Benzylphenoxy)-2-tert-butoxycarbonylaminoindane収率 38.7%

試薬・触媒・溶媒 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)触媒HCID 6212Chloroform溶媒2 回

実験手順

The title compound was prepared in a similar manner to Preparation 18 from (±)N-tert-butoxycarbonyl-1,2-iminoindane (2 g, 8.7 mmol), 4-benzylphenol (1.59 g, 8.7 mmol), pyridinium p-toluenesulfonate (30 mg) and chloroform (50 ml). After a reaction time of 3 h, the reaction was diluted with chloroform (50 ml) then washed sequentially with saturated aq. sodium bicarbonate, water and brine. After drying over Na2 SO4, volatiles were removed in vacuo and the residue subjected to column chromatography on neutral alumina eluting with 10% diethyl ether in hexanes to afford the title compound (1.4 g) as a foam

後処理

  1. washthen washed sequentially with saturated aq. sodium bicarbonate, water and brine
  2. customAfter drying over Na2 SO4, volatiles
  3. customwere removed in vacuo

出典と根拠

ORDレコード
ord-9646a20809e8443b91dcc89031ac23c6
出典データセット
uspto-grants-1998_06
特許番号
US05773463

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