Sulfur → 4-tert-Butyl-1-benzofuran-5-ol

반응식

C([C:5]1[O:6][C:7]2[CH2:13][CH2:12][C:11](=[O:14])[CH2:10][C:8]=2[CH:9]=1)(C)(C)C.[S]>>[C:8]([C:10]1[C:8]2[CH:9]=[CH:5][O:6][C:7]=2[CH:13]=[CH:12][C:11]=1[OH:14])([CH3:10])([CH3:9])[CH3:7]

참가 물질

반응물 2

HCID 5362487Sulfur

HCID 54301121Tert butyl-4,5,6,7 tetrahydro-5-benzofuranone

생성물 1

HCID 141432464-tert-Butyl-1-benzofuran-5-ol

반응 조건

온도: 225 °C

실험 절차

A mixture of 4 tert butyl-4,5,6,7 tetrahydro-5-benzofuranone (1.00 g, 5.2 mmol) and sulfur (0.167 g, 1 equivalent) in a sealable tube is flushed with nitrogen, sealed and heated to 225° C. for 30 minutes. An additional portion of sulfur (0.030 g) is then added and the mixture heated an additional 15 minutes. After cooling the total reaction mixture is taken up in a small portion of methylene chloride and applied directly to a flash silica gel column. Elution with 5% ethyl acetate in hexane gives 4-tert-butyl5-benzofuranol.

후처리

customis flushed with nitrogen
customsealed
additionAn additional portion of sulfur (0.030 g) is then added
temperaturethe mixture heated an additional 15 minutes
temperatureAfter cooling the total reaction mixture
washElution with 5% ethyl acetate in hexane

출처 및 근거

ORD 기록: ord-460ae84ccb5642d0a2d60187e0daf816
출처 데이터셋: uspto-grants-1990_10
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US04966907

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