Tetrahydrofuran → 8-Phenyloctan-1-ol

HRID 1031628

反応式

HRID 1031628 の反応式
[C:1]1([CH:7]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])C(O)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.B#B.[O:19]1CCC[CH2:20]1>>[C:1]1([CH2:7][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:20][OH:19])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

4

実験手順

A solution of 8 phenyloctanoic acid (19.8 mmoles in sieve dried tetrahydrofuran (5 ml) was reduced with diborane in tetrahydrofuran (30 ml, 29.1 mmoles) at 0° C. for 4 hours to give 8-phenyloctanol. To an ice cold solution of the octanol (ca. 19.8 mmoles) and carbon tetrabromide (21.98 mmoles) in methylene chloride (50 ml) was added triphenylphosphine (22.30 mmoles) in methylene chloride (50 ml) and the resulting solution was stirred for 2.5 hours. The volatiles were evaporated and the residue was taken up in ether (100 ml), cooled in ice, and filtered. The filtrate was evaporated and distilled to afford 8-phenyloctyl bromide as an oil.

出典と根拠

ORDレコード
ord-468a84765d274c81b8604223dd4a3b49
出典データセット
uspto-grants-1990_09
特許番号
US04954513

関連ノート

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