Naphthalene → 1,4-Dihydro-4-hydroxy-1-oxo-4-(trifluoromethyl)naphthalene

反応式

F[H-]F.[NH4+].[C:5]1(=[O:16])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8](=[O:15])[CH:7]=[CH:6]1.C([Si](CC)(CC)[C:20]([F:23])([F:22])[F:21])C.C1C2C(=CC=CC=2)C=CC=1>>[OH:16][C:5]1([C:20]([F:23])([F:22])[F:21])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8](=[O:15])[CH:7]=[CH:6]1

参加物

反応物 4

HCID 931Naphthalene

HCID 85301,4-Naphthoquinone

HCID 4204914Triethyl(trifluoromethyl)silane

HCID 178506426HCID 178506426、化合物

生成物 1

HCID 143435041,4-Dihydro-4-hydroxy-1-oxo-4-(trifluoromethyl)naphthalene

実験手順

A mixture of 74 mg (1.3 mmol) of ground ammonium bifluoride, 174 mg (1.1 mmol) of 1,4-naphthoquinone, and 1 mL of N,N-dimethylformam:ide was treated with 239 mg (1.3 mmol) of triethyltrifluoromethylsilane and stirred vigorously at room temperature for one hour. Gas chromatographic analysis of the reaction mixture showed that the major naphthalene-desired product was 1,4-dihydro-4-hydroxy-1-oxo-4-trifluoromethylnaphthalene.

出典と根拠

ORDレコード: ord-d937efd2e2da45f29e86de7224791578
出典データセット: uspto-grants-1991_04
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US05008425

反応ノート

読み込み中…