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

HRID 1350866노트

반응식

HRID 1350866 반응식
[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]

참가 물질

5

반응물 4

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

생성물 1

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

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-de5c770a597c41a290d781575f944ef7
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07214824B2

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