Water → 2-[4-(4-Hydroxybutyl)phenoxymethyl]-3-thiophenecarboxylic acid

HRID 638258ノート

反応式

HRID 638258 の反応式
C[O:2][C:3]([C:5]1[CH:9]=[CH:8][S:7][C:6]=1[CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][CH2:20][CH2:21][OH:22])=[CH:14][CH:13]=1)=[O:4].[OH-].[K+].O>C(O)C>[OH:22][CH2:21][CH2:20][CH2:19][CH2:18][C:15]1[CH:14]=[CH:13][C:12]([O:11][CH2:10][C:6]2[S:7][CH:8]=[CH:9][C:5]=2[C:3]([OH:4])=[O:2])=[CH:17][CH:16]=1

参加物

5

反応物 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 136039402-[4-(4-Hydroxybutyl)phenoxymethyl]-3-thiophenecarboxylic acid methyl ester

生成物 1

HCID 136039412-[4-(4-Hydroxybutyl)phenoxymethyl]-3-thiophenecarboxylic acid収率 88%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A stirred solution of 7.96 g of 2-[4-(4-hydroxybutyl)phenoxymethyl]-3-thiophenecarboxylic acid methyl ester, 14.41 g of potassium hydroxide, 15 ml of water and 100 ml of 95% ethanol was refluxed for one hour. The solution was concentrated. The residue was diluted with 200 ml of water and the solution was extracted once with ether. The aqueous phase was acidified with concentrated hydrochloric acid, with cooling, and the precipitate was collected, washed with water and dried in vacuo at 40° C. overnight over sodium hydroxide pellets. Recrystallization from 20 ml of 95% ethanol gave 6.62 g (88%) of product, m.p. 139.5°-141° C.

後処理

  1. concentrationThe solution was concentrated
  2. additionThe residue was diluted with 200 ml of water
  3. extractionthe solution was extracted once with ether
  4. temperaturewith cooling
  5. customthe precipitate was collected
  6. washwashed with water
  7. dry with materialdried in vacuo at 40° C. overnight over sodium hydroxide pellets
  8. customRecrystallization from 20 ml of 95% ethanol

出典と根拠

ORDレコード
ord-62abd137727d4cc5a30a948a74f35fcb
出典データセット
uspto-grants-1985_12
特許番号
US04560701

反応ノート

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