Triphenylphosphine → Tert-butyl 4-tert-butyl-3-(cyclopropylmethoxy)phenyl carbonate

HRID 1350866ノート

反応式

HRID 1350866 の反応式
[C:1](=[O:19])([O:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])=[C:10]([OH:18])[CH:9]=1)[O:2][C:3]([CH3:6])([CH3:5])[CH3:4].[CH:20]1([CH2:23]O)[CH2:22][CH2:21]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>>[C:1](=[O:19])([O:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])=[C:10]([O:18][CH2:23][CH:20]2[CH2:22][CH2:21]2)[CH:9]=1)[O:2][C:3]([CH3:6])([CH3:5])[CH3:4]

参加物

5

反応物 4

HCID 11776TriphenylphosphineHCID 75644CyclopropanemethanolHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 15482845Tert-butyl 4-tert-butyl-3-hydroxyphenyl carbonate

生成物 1

HCID 21097538Tert-butyl 4-tert-butyl-3-(cyclopropylmethoxy)phenyl carbonate収率 79.1%

実験手順

Tert-butyl 4-tert-butyl-3-hydroxyphenyl carbonate (1.5 g, 5.6 mmol), cyclopropylmethanol (0.5 mL, 6.2 mmol), triphenylphosphine (1.6 g, 6.2 mmol) and diethyl azodicarboxylate (DEAD) (1.0 mL, 6.2 mmol) were treated in the same procedure described in Example 31(a). The crude residue was applied to a silica gel chromatography column and eluted with a volume mixture of hexane and ethyl acetate (19/1 to 9/1) to furnish 1.42 g (79% yield) of the title compound as a yellow oil.

後処理

  1. washeluted with a volume mixture of hexane and ethyl acetate (19/1 to 9/1)

出典と根拠

ORDレコード
ord-de5c770a597c41a290d781575f944ef7
出典データセット
uspto-grants-2007_05
特許番号
US07214824B2

反応ノート

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