Hydrochloric Acid → Bicine

HRID 1899865

반응식

HRID 1899865 반응식
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]

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 8113DiethanolamineHCID 8471TriethylamineHCID 14798Sodium Hydroxide2회HCID 60984Methyl bromoacetate

생성물 1

HCID 8761Bicine

시약·촉매·용매 1

HCID 10311-Propanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c9d1feae22594834934d43c9bbe30c91
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05574050

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