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

HRID 1350872노트

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].[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

참가 물질

반응물 4

HCID 2631-Butanol

HCID 11776Triphenylphosphine

HCID 220568ethyl N-ethoxycarbonyliminocarbamate

HCID 15482845Tert-butyl 4-tert-butyl-3-hydroxyphenyl carbonate

생성물 1

HCID 210974823-Butoxy-4-tert-butylphenyl tert-butyl carbonate수율 66%

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록: ord-a3ed0b6bf2c94409b49065e29afcfabc
출처 데이터셋: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07214824B2

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