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Sodium Hydroxide → HCID 14854590、化合物

HRID 974433
ノート
印刷プレビュー

反応式

HRID 974433 の反応式
[C:1]([C:3]1([CH:9]([C:15]([O:17]CC)=[O:16])[C:10]([O:12]CC)=[O:11])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1)#[N:2].[OH-].[Na+]>CO.O>[C:1]([C:3]1([CH:9]([C:15]([OH:17])=[O:16])[C:10]([OH:12])=[O:11])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1)#[N:2]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 10912488Diethyl (1-cyanocyclohexyl)propanedioate

生成物 1

HCID 14854590HCID 14854590、化合物収率 89.9%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

反応条件

温度
40 °C

実験手順

50 g Diethyl (1-cyanocyclohexyl)-malonate are dissolved in 175 mL methanol at 40° C. At this temperature, a solution of 29.9 g sodium hydroxide in 150 mL water is added dropwise. The reaction mixture is stirred for 30 minutes at 40° C. After cooling to 20° C., the precipitated product (sodium salt) is filtered off with suction, the filter cake is washed with 50 mL methanol and the product is dried at 60° C. to constant weight. The product is dissolved in 500 mL of water at 10° C., and adjusted to a pH of one to two at 10-15° C. with concentrated hydrochloric acid. The substance which precipitates out is extracted three times with, in each case, 300 mL ethyl acetate. The combined ethyl acetate phases are dried and evaporated on a rotary evaporator at 35° C. The white residue obtained is dried to constant weight at 35° C. in a vacuum drying cabinet. 35.5 g of the title compound are obtained (89.8% of theory); m.p. 99.9° C.

後処理

  1. temperatureAfter cooling to 20° C.
  2. filtrationthe precipitated product (sodium salt) is filtered off with suction
  3. washthe filter cake is washed with 50 mL methanol
  4. customthe product is dried at 60° C. to constant weight
  5. dissolutionThe product is dissolved in 500 mL of water at 10° C.
  6. customadjusted to a pH of one to two at 10-15° C. with concentrated hydrochloric acid
  7. customThe substance which precipitates out
  8. extractionis extracted three times with, in each case, 300 mL ethyl acetate
  9. dry with materialThe combined ethyl acetate phases are dried
  10. customevaporated on a rotary evaporator at 35° C
  11. customThe white residue obtained
  12. customis dried to constant weight at 35° C. in a vacuum
  13. customdrying cabinet

出典と根拠

ORDレコード
ord-49c6a01cb7a24496bd2d6b58b4f12391
出典データセット
uspto-grants-1991_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05068413

反応ノート

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