Diethyl Ether → HCID 54393776、化合物

HRID 617757ノート

反応式

HRID 617757 の反応式
Cl.[CH3:2][C@H:3]([NH2:13])[C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][CH:5]=1.[OH-].[Na+].[CH2:16]([O:23][C:24](Cl)=[O:25])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.CCOCC>CC(C)=O>[C:24]([NH:13][C@@H:3]([CH3:2])[C:4]1[CH:5]=[CH:6][C:7]([N+:10]([O-:12])=[O:11])=[CH:8][CH:9]=1)([O:23][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:25]

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 10387Benzyl chloroformateHCID 14798Sodium Hydroxide2 回HCID 16212176(1S)-1-(4-Nitrophenyl)ethan-1-amine--hydrogen chloride (1/1)

生成物 1

HCID 54393776HCID 54393776、化合物

試薬・触媒・溶媒 1

HCID 180Acetone溶媒2 回

実験手順

To a solution of (S)-(-)-α-methyl-4-nitrobenzylamine hydrochloride (7.96 gm, 48 mmol) in acetone (20 mL) was added 5N sodium hydroxide (10 mL, 50 imol) and the solution was cooled in an ice bath. Solutions of benzylchloroformate (9.8 mL, 53 mmol) in acetone (10 mL) and 5N sodium hydroxide (11 mL, 55 mmol) were simultaneously added over 0.5 hr and the reaction was then allowed to warm to rt over 16 hrs. The reaction was poured into a mixture of ice water and ether and the layers were separated. The ether layer was washed with water and brine and the aqueous layers were consecutively extracted with a second portion of ether. The pooled ether layers were dried over sodium sulfate and evaporated to give 14.3 gm (quantitative) of clean title compound which was used without purification.

後処理

  1. temperaturethe solution was cooled in an ice bath
  2. customthe layers were separated
  3. washThe ether layer was washed with water and brine
  4. extractionthe aqueous layers were consecutively extracted with a second portion of ether
  5. dry with materialThe pooled ether layers were dried over sodium sulfate
  6. customevaporated

出典と根拠

ORDレコード
ord-13d3dbf0aa6547c792aebdea151aa25b
出典データセット
uspto-grants-1999_09
特許番号
US05952321

反応ノート

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