Sodium Iodide → Benzyl glycinate

HRID 1110221노트

반응식

HRID 1110221 반응식
[NH2:1][C:2]1C=C(C(NCCCCCCCCCC)=O)C=C(C(NCCCCCCCCCC)=O)C=1.[CH2:34](C(Br)C([O-])=O)[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.[I-].[Na+].[C:48](=[O:51])([O-])[O-:49].[K+].[K+]>CC(C)=O.CN(C=O)C>[C:35]1([CH2:34][O:49][C:48](=[O:51])[CH2:2][NH2:1])[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1

참가 물질

7

반응물 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 19388948HCID 19388948, 화합물HCID 21881508Benzylbromoacetate

생성물 1

HCID 409140Benzyl glycinate

시약·촉매·용매 2

HCID 180Acetone용매HCID 6228Dimethylformamide용매

실험 절차

A mixture of 7.0 g (15.2 mmol) of 5-amino-N,N'-didecyl-1,3-benzenedicarboxamide, 9.7 ml of benzylbromoacetate, 4.6 (30.4 mmol) of sodium iodide and 4.2 g (30.4 mmol) of potassium carbonate in 150 ml of acetone and 50 ml of DMF was stirred at reflux for 26 hours. The reaction mixture was filtered and the solvents were removed from the filtrate at reduced pressure. The residue was purified by HPLC using 35% ethyl acetate-hexane. The pure fractions were combined and recrystallized from methylene chloride-ether to give 4.3 g (47% yield, mp 102°-104°) of N-[3,5-bis[decylamino)carbonyl]phenyl]glycine phenylmethyl ester. The nmr spectrum was consistent with the structure.

후처리

  1. temperatureat reflux for 26 hours
  2. filtrationThe reaction mixture was filtered
  3. customthe solvents were removed from the filtrate at reduced pressure
  4. customThe residue was purified by HPLC
  5. customrecrystallized from methylene chloride-ether

출처 및 근거

ORD 기록
ord-94abb7c40c264fd4a97a2fb9eac03051
출처 데이터셋
uspto-grants-1994_06
특허 번호
US05324747

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