1-Butanol → 3-Butoxy-4-tert-butylphenyl tert-butyl carbonate

HRID 1350872ノート

反応式

HRID 1350872 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].[CH2:20](O)[CH2:21][CH2:22][CH3:23].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:2][C:3]([CH3:6])([CH3:5])[CH3:4])[O:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])=[C:10]([O:18][CH2:20][CH2:21][CH2:22][CH3:23])[CH:9]=1

参加物

5

反応物 4

HCID 2631-ButanolHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 15482845Tert-butyl 4-tert-butyl-3-hydroxyphenyl carbonate

生成物 1

HCID 210974823-Butoxy-4-tert-butylphenyl tert-butyl carbonate収率 66%

実験手順

tert-Butyl 4-tert-butyl-3-hydroxyphenyl carbonate (1.5 g, 5.6 mmol), n-butanol (0.5 mL, 5.4 mmol), triphenylphosphine (1.3 g, 5.0 mmol) and diethyl azodicarboxylate (DEAD) (0.78 mL, 5.0 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 964 mg (66% yield) of the title compound as a colorless 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-a3ed0b6bf2c94409b49065e29afcfabc
出典データセット
uspto-grants-2007_05
特許番号
US07214824B2

反応ノート

読み込み中…