Hydrochloric Acid → (-)-(4aR,10aR)-3,4,4a,5,10,10a-hexahydro-6-methoxy-4-methyl-9-methylthio-2H-naphth[2,3-b]-1,4-oxazine hydrochloride

HRID 542178ノート

反応式

HRID 542178 の反応式
[CH3:1][O:2][C:3]1[CH:17]=[CH:16][C:15]([S:18][CH3:19])=[C:14]2[C:4]=1[CH2:5][C@H:6]1[N:11]([CH3:12])[CH2:10][CH2:9][O:8][C@@H:7]1[CH2:13]2.[ClH:20]>CC(C)=O>[ClH:20].[CH3:1][O:2][C:3]1[CH:17]=[CH:16][C:15]([S:18][CH3:19])=[C:14]2[C:4]=1[CH2:5][C@H:6]1[N:11]([CH3:12])[CH2:10][CH2:9][O:8][C@@H:7]1[CH2:13]2

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 128503Sdz nvi-085

生成物 1

HCID 69567089(-)-(4aR,10aR)-3,4,4a,5,10,10a-hexahydro-6-methoxy-4-methyl-9-methylthio-2H-naphth[2,3-b]-1,4-oxazine hydrochloride

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

1.40 g (5.0 mM) of (-)-(4aR,10aR)-3,4,4a,5,10,10a-hexahydro-6-methoxy-4-methyl-9-methylthio-2H-naphth[2,3-b]-1,4-oxazine are dissolved in 50 ml of acetone and cooled to 0°. 2.75 ml (5.5 mM) of 2N ethereal hydrochloric acid are subsequently added whilst stirring. The precipitated salt is filtered off and washed with ether. (-)-(4aR,10aR)-3,4,4a,5,10,10a-hexahydro-6-methoxy-4-methyl-9-methylthio-2H-naphth[2,3-b]-1,4-oxazine hydrochloride is obtained (m.p. 237°-239°). Recrystallisation from acetone/ether, with the rotation value [α]D20 =-117.4° [c=0.52; methylene chloride/methanol (1:1)].

後処理

  1. temperaturecooled to 0°
  2. filtrationThe precipitated salt is filtered off
  3. washwashed with ether

出典と根拠

ORDレコード
ord-88707eb28e5e4c78925a2d887e64379a
出典データセット
uspto-grants-1987_04
特許番号
US04656167

反応ノート

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