Acetic Anhydride → HCID 68613661、化合物

HRID 1993102ノート

反応式

HRID 1993102 の反応式
[OH:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]=[C:7]2[CH3:12].[C:13](OC(=O)C)(=[O:15])[CH3:14]>N1C=CC=CC=1>[C:13]([O:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]=[C:7]2[CH3:12])(=[O:15])[CH3:14]

参加物

4

反応物 2

HCID 7918Acetic AnhydrideHCID 178306411-Methylisoquinolin-5-ol

生成物 1

HCID 68613661HCID 68613661、化合物

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

For example, 5-hydroxy-1-methylisoquinoline 64.9, prepared as described in J. Med. Chem., 1968, 11, 700, is reacted with acetic anhydride in pyridine to afford 5-acetoxy-1-methylisoquinoline 64.10. The latter compound is reacted with N-bromosuccinimide in refluxing ethyl acetate to yield 5-acetoxy-1-bromomethylisoquinoline 64.11. The product is then reacted with five molar equivalents of a trialkyl phosphite at 120° to give the phosphonate product 64.12. The acetoxy group is hydrolyzed by reaction with sodium bicarbonate in aqueous methanol as described in J. Am. Chem. Soc., 93, 746, 1971, to produce the phenol 64.13.

出典と根拠

ORDレコード
ord-172d6d35377b4dc1987ff8d01f1fc96a
出典データセット
uspto-grants-2010_01
特許番号
US07649015B2

反応ノート

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