Hydrochloric Acid → alpha-(Aminomethyl)-6-fluoro-3,4-dimethoxybenzyl alcohol hydrochloride

HRID 1461856ノート

反応式

HRID 1461856 の反応式
[C:1]([CH:3]([OH:15])[C:4]1[C:9]([F:10])=[CH:8][C:7]([O:11][CH3:12])=[C:6]([O:13][CH3:14])[CH:5]=1)#[N:2].B.CO.[ClH:19]>O1CCCC1>[ClH:19].[NH2:2][CH2:1][CH:3]([OH:15])[C:4]1[C:9]([F:10])=[CH:8][C:7]([O:11][CH3:12])=[C:6]([O:13][CH3:14])[CH:5]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 6331BoraneHCID 38339432-(2-Fluoro-4,5-dimethoxyphenyl)-2-hydroxyacetonitrile

生成物 1

HCID 14719567alpha-(Aminomethyl)-6-fluoro-3,4-dimethoxybenzyl alcohol hydrochloride

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a suspension of 3.24 g α-(cyano)-6-fluoro-3,4-dimethoxybenzyl alcohol obtained in Reference Example 1 in 20 ml tetrahydrofuran, was added dropwise 33 ml of 1M solution of borane in tetrahydrofuran with stirring in a methanol/ice bath under an argon gas atmosphere, and the resulting solution was heated under reflux for three hours. After cooling the reaction mixture in an ice bath, methanol was added until gas evolution was no longer observed, the resulting solution was stirred at room temperature for one hour, and hydrogen chloride gas was introduced until the pH fell below 1. The crystals which separated out were collected, affording 3.34 g of α-(aminomethyl)-6-fluoro-3,4-dimethoxybenzyl alcohol hydrochloride, m.p. 223°-226° C.

後処理

  1. temperaturethe resulting solution was heated
  2. temperatureunder reflux for three hours
  3. temperatureAfter cooling the reaction mixture in an ice bath
  4. stirringthe resulting solution was stirred at room temperature for one hour
  5. customThe crystals which separated out
  6. customwere collected

出典と根拠

ORDレコード
ord-34404e87bcbc422fa14c652354a1ccec
出典データセット
uspto-grants-1991_12
特許番号
US05077406

反応ノート

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