Benzyl chloroformate → Ethyl 3-{[(benzyloxy)carbonyl]amino}propanoate

HRID 965335

反応式

HRID 965335 の反応式
Cl.[NH2:2][CH2:3][CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].[OH-].[Na+].[CH2:12]([O:19][C:20](Cl)=[O:21])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>O1CCCC1.O>[CH2:12]([O:19][C:20]([NH:2][CH2:3][CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])=[O:21])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

参加物

6

反応物 3

HCID 10387Benzyl chloroformateHCID 14798Sodium Hydroxide2 回HCID 458475beta-Alanine, ethyl ester, hydrochloride

生成物 1

HCID 12116647Ethyl 3-{[(benzyloxy)carbonyl]amino}propanoate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Ethyl 3-aminopropionate hydrochloride (10 g) was dissolved in a mixture of tetrahydrofuran (100 ml) and water, which was cooled at 0° to 5° C. in an ice bath and adjusted to pH 8.2 with 30% aqueous sodium hydroxide solution. To a resulting solution was added with care benzyloxycarbonyl chloride (10.3 ml), with maintaining the pH from pH 8.0 to 9.0 with 30% aqueous sodium hydroxide solution at 0° to 5° C. The reaction mixture was extracted with ethyl acetate (300 ml) and organic layer was separated, which was washed two times with saturated sodium chloride in water and dried over magnesium sulfate. Solvent was removed under reduced pressure to give ethyl 3-(benzyloxycarbonylamino)-propionate (15.3 g).

後処理

  1. temperaturewas cooled at 0° to 5° C. in an ice bath
  2. extractionThe reaction mixture was extracted with ethyl acetate (300 ml) and organic layer
  3. customwas separated
  4. washwhich was washed two times with saturated sodium chloride in water
  5. dry with materialdried over magnesium sulfate
  6. customSolvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-b5f446095697466692242d5efe51023c
出典データセット
uspto-grants-1998_06
特許番号
US05773530

関連ノート

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