Hydrochloric Acid → Bicine

HRID 439597

反応式

HRID 439597 の反応式
Br[CH2:2][C:3]([O:5]C)=[O:4].[OH:7][CH2:8][CH2:9][NH:10][CH2:11][CH2:12][OH:13].C(N(CC)CC)C.[OH-].[Na+].Cl>C(O)CC>[OH:7][CH2:8][CH2:9][N:10]([CH2:2][C:3]([OH:5])=[O:4])[CH2:11][CH2:12][OH:13]

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 8113DiethanolamineHCID 8471TriethylamineHCID 14798Sodium Hydroxide2 回HCID 60984Methyl bromoacetate

生成物 1

HCID 8761Bicine

試薬・触媒・溶媒 1

HCID 10311-Propanol溶媒

実験手順

Methyl bromoacetate (152.98 grams, 1 mole) is dissolved in 1-propanol (500 ml.) and bis-(2-hydroxyethyl)amine (105.14 grams, 2 moles) and triethylamine (111.1 grams, 1.1 moles) are added and the mixture is stirred and heated at reflux for 3 hours. The mixture is treated with 10 normal sodium hydroxide (110 ml., 1.1 moles) and the solvents are removed by distillation in vacuo. The residue is filtered and the solid is washed with 1-propanol. The combined filtrates are dissolved in ethanol (400 ml) and 10 normal sodium hydroxide (130 ml, 1.3 moles) is added. The mixture is stirred and heated at reflux for 3 hours. The mixture is acidified with 12 normal hydrochloric acid (108 ml, 1.3 moles). Upon cooling, N,N-bis-(2-hydroxyethyl)aminoacetic acid separates and is collected by filtration, and is washed with a 50% aqueous ethanol and dried.

後処理

  1. temperatureheated
  2. temperatureat reflux for 3 hours
  3. customthe solvents are removed by distillation in vacuo
  4. filtrationThe residue is filtered
  5. washthe solid is washed with 1-propanol
  6. dissolutionThe combined filtrates are dissolved in ethanol (400 ml)
  7. stirringThe mixture is stirred
  8. temperatureheated
  9. temperatureat reflux for 3 hours
  10. temperatureUpon cooling
  11. filtrationN,N-bis-(2-hydroxyethyl)aminoacetic acid separates and is collected by filtration
  12. washis washed with a 50% aqueous ethanol
  13. customdried

出典と根拠

ORDレコード
ord-9bbd79bac8864bbfb2a8a012701b0649
出典データセット
uspto-grants-1996_05
特許番号
US05514808

関連ノート

読み込み中…