Ammonia → HCID 67403453、化合物

HRID 910207ノート

反応式

HRID 910207 の反応式
C[O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C:13]1[CH:18]3[CH2:19][CH2:20][N:15]([CH2:16][CH2:17]3)[CH:14]=1)[CH:7]=[CH:6]2.N.[Cl:22]CCl>>[ClH:22].[N:15]12[CH2:16][CH2:17][CH:18]([CH2:19][CH2:20]1)[C:13]([C:8]1[CH:9]=[C:10]3[C:5](=[CH:6][CH:7]=1)[CH:4]=[C:3]([OH:2])[CH:12]=[CH:11]3)=[CH:14]2

参加物

4

反応物 3

HCID 222AmmoniaHCID 6344Dichloromethane2 回HCID 115507183-(6-Methoxy-2-naphthalenyl)-1-azabicyclo[2.2.2]oct-2-ene

生成物 1

HCID 67403453HCID 67403453、化合物

反応条件

温度
-10 °C

実験手順

A mixture of 3-(6-methoxy-naphthalen-2-yl)-1-aza-bicyclo[2.2.2]oct-2-ene (0.80 g, 2.10 mmol) and dichloromethane (25 ml) was cooled to −10° C. Borontribromide (10 eq) solved in dichloromethane (21.0 ml, 21.0 mmol) was added dropwise at −10° C. The mixture was allowed to stir for 48 h. Concentrated ammonia (20 ml) was added. The phases were separated and the aqueous phase was extracted with dichloromethane (2×20 ml). The combined organic phase was dried and evaporated. The free base of the title compound was precipitated to the hydrochloric acid salt by addition of hydrogen chloride solved in ethanol. Yield 20 mg (3%). Mp 227-230° C.

後処理

  1. additionwas added dropwise at −10° C
  2. customThe phases were separated
  3. extractionthe aqueous phase was extracted with dichloromethane (2×20 ml)
  4. customThe combined organic phase was dried
  5. customevaporated
  6. customThe free base of the title compound was precipitated to the hydrochloric acid salt by addition of hydrogen chloride

出典と根拠

ORDレコード
ord-1ac8d7fd258d4f29bf0bba018360ef85
出典データセット
uspto-grants-2011_09
特許番号
US08022081B2

反応ノート

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