Benzyl Alcohol → HCID 86735353、化合物

HRID 838963ノート

反応式

HRID 838963 の反応式
[C:1]([O:5][C:6](=[O:13])[CH2:7][NH:8][CH2:9][CH2:10][O:11][CH3:12])([CH3:4])(C)C.C(O)[C:15]1[CH:20]=[CH:19]C=[CH:17][CH:16]=1.O.[C:23]1([CH3:33])[CH:28]=[CH:27][C:26]([S:29]([OH:32])(=[O:31])=[O:30])=[CH:25][CH:24]=1.O>C1C=CC=CC=1>[C:23]1([CH3:33])[CH:24]=[CH:25][C:26]([S:29]([OH:32])(=[O:30])=[O:31])=[CH:27][CH:28]=1.[CH2:1]([O:5][C:6](=[O:13])[CH2:7][NH:8][CH2:9][CH2:10][O:11][CH3:12])[C:4]1[CH:19]=[CH:20][CH:15]=[CH:16][CH:17]=1

参加物

6

反応物 4

HCID 244Benzyl AlcoholHCID 962Water2 回HCID 521998p-Toluenesulfonic acid monohydrateHCID 18925475Tert-butyl 2-((2-methoxyethyl)amino)acetate

生成物 1

HCID 86735353HCID 86735353、化合物収率 85.1%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

To a solution of 55.8 g of N-(2-methoxyethyl)glycine tert-butyl ester in 200 ml of benzene was added 63.8 g of benzyl alcohol and 72.9 g of p-toluenesulfonic acid monohydrate. The mixture was heated at reflux for 10 hours with the continuous removal of water through a Dean-Stark water trap. At the end of this period, the solution was concentrated in vacuo, and to the residue was added 300 ml of dry ethyl ether. After 2 hours at room temperature, the formed precipitate was filtered, washed with dry ethyl ether and then recrystallized from ethyl acetate to yield 99.2 g (85 percent) of N-(2-methoxyethyl)glycine benzyl ester p-toluenesulfonate, M.P. 95°-96° C.

後処理

  1. temperatureThe mixture was heated
  2. concentrationAt the end of this period, the solution was concentrated in vacuo
  3. additionto the residue was added 300 ml of dry ethyl ether
  4. filtrationthe formed precipitate was filtered
  5. washwashed with dry ethyl ether
  6. customrecrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-c7f4ca08a6b345bab5e4f4aad208d408
出典データセット
uspto-grants-1978_06
特許番号
US04093712

反応ノート

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