Benzocaine → Benzoic acid, 4-[[(4-methoxyphenyl)methyl]amino]-, ethyl ester

HRID 1703081ノート

反応式

HRID 1703081 の反応式
[NH2:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][CH:3]=1.CN(C)P(N(C)C)(N(C)C)=O.Cl[CH2:25][C:26]1[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][CH:27]=1>O>[CH3:33][O:32][C:29]1[CH:30]=[CH:31][C:26]([CH2:25][NH:1][C:2]2[CH:3]=[CH:4][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:11][CH:12]=2)=[CH:27][CH:28]=1

参加物

5

反応物 3

HCID 2337BenzocaineHCID 12679HexamethylphosphoramideHCID 699934-Methyloxybenzyl chloride

生成物 1

HCID 4435805Benzoic acid, 4-[[(4-methoxyphenyl)methyl]amino]-, ethyl ester

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 33 g. of ethyl p-aminobenzoate, 100 ml. of hexamethylphosphoramide and 15.7 g. of p-(chloromethyl)anisole are heated at 100°-110° C. for 22 hours. The solution is chilled, diluted with 60 ml. of water, chilled, filtered and the solid washed with ethanol and with water to give yellow crystals. Recrystallization from ethanol gives pale yellow crystals, m.p. 128°-130° C.

後処理

  1. additionA mixture of 33 g
  2. temperatureThe solution is chilled
  3. additiondiluted with 60 ml
  4. filtrationfiltered
  5. washthe solid washed with ethanol and with water
  6. customto give yellow crystals
  7. customRecrystallization from ethanol
  8. customgives pale yellow crystals, m.p. 128°-130° C.

出典と根拠

ORDレコード
ord-fb881b98d18c486d9784975c4cd9d082
出典データセット
uspto-grants-1982_09
特許番号
US04350822

反応ノート

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