Phenol → HCID 178479472、化合物

HRID 1702606

反応式

HRID 1702606 の反応式
[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]

参加物

5

反応物 3

HCID 996PhenolHCID 10868DicyclohexylcarbodiimideHCID 178479474HCID 178479474、化合物

生成物 1

HCID 178479472HCID 178479472、化合物収率 80.2%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-281cb1d74fd14f1ab2f24d483ac632e2
出典データセット
uspto-grants-1982_09
特許番号
US04348410

関連ノート

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