Phenol → HCID 178479472, 화합물

HRID 1702606노트

반응식

HRID 1702606 반응식
[ClH:1].[NH:2]([CH2:6][C@H:7]1[CH2:12][CH2:11][C@H:10]([C:13]([OH:15])=[O:14])[CH2:9][CH2:8]1)[C:3]([NH2:5])=[NH:4].[C:16]1(O)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C1(N=C=NC2CCCCC2)CCCCC1>N1C=CC=CC=1>[ClH:1].[NH:2]([CH2:6][C@H:7]1[CH2:12][CH2:11][C@H:10]([C:13]([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[O:14])[CH2:9][CH2:8]1)[C:3]([NH2:5])=[NH:4]

참가 물질

5

반응물 3

HCID 996PhenolHCID 10868DicyclohexylcarbodiimideHCID 178479474HCID 178479474, 화합물

생성물 1

HCID 178479472HCID 178479472, 화합물수율 80.2%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A suspension of trans-4-guanidinomethylcyclohexanecarboxylic acid hydrochloride (11.8 g), phenol (5.6 g), and dicyclohexylcarbodiimide (12.4 g) in pyridine (75 ml) was stirred overnight at room temperature. After evaporation of solvent, the residue was treated with 0.1 N hydrochloric acid (200 ml), the insoluble materials removed by filtration and the filtrate was washed with ethylacetate. The aqueous layer was concentrated to 100 ml, the resulting crystals were filtered and washed with isopropylalcohol/isopropylether to give phenyl trans-4-guanidinomethylcyclohexanecarboxylate hydrochloride (12.5 g, 80.2%), m.p. 150°-153° C. This compound was recrystallized from methanol to give white crystal, phenyl trans-4-guanidinomethylcyclohexanecarboxylate hydrochloride, m.p. 159.5°-161.5° C.

후처리

  1. customAfter evaporation of solvent
  2. additionthe residue was treated with 0.1 N hydrochloric acid (200 ml)
  3. customthe insoluble materials removed by filtration
  4. washthe filtrate was washed with ethylacetate
  5. concentrationThe aqueous layer was concentrated to 100 ml
  6. filtrationthe resulting crystals were filtered
  7. washwashed with isopropylalcohol/isopropylether

출처 및 근거

ORD 기록
ord-281cb1d74fd14f1ab2f24d483ac632e2
출처 데이터셋
uspto-grants-1982_09
특허 번호
US04348410

반응 노트

불러오는 중…