1-Naphthaleneacetic Acid → HCID 70525452、化合物

HRID 354721ノート

反応式

HRID 354721 の反応式
[C:1]1([CH2:11][C:12]([OH:14])=[O:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.C[CH2:16][O-:17].[Na+].[C]=O.[Na]>C1(C)C=CC=CC=1>[OH:17][CH:16]=[C:11]([C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1)[C:12]([OH:14])=[O:13]

参加物

6

反応物 4

HCID 68621-Naphthaleneacetic AcidHCID 2723922Sodium ethoxideHCID 5360545Sodium2 回HCID 178418416HCID 178418416、化合物

生成物 1

HCID 70525452HCID 70525452、化合物

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

174 Parts by weight of the methyl ester of α-naphthylacetic acid, 48.1 parts by weight of sodium ethylate, and 450 parts by weight of toluene were heated to 80° C. under a carbon monoxide pressure of 100 bar. Since the carbon monoxide consumed was replaced, the pressure varied between 90 and 100 bar. Upon completion of the reaction the batch was cooled and the unreacted carbon monoxide pumped off. The suspension of the sodium salt in toluene was added to 1 l of ice water and, after dissolution of the sodium salt, the toluene phase separated. Acidifying the aqueous phase yielded the (gas chromatographically) 99.5% pure methyl ester of α-hydroxymethylene-α-naphthylacetic acid, which had a melting point of from 124° to 126° C.

後処理

  1. customSince the carbon monoxide consumed
  2. customUpon completion of the reaction the batch
  3. temperaturewas cooled
  4. customthe toluene phase separated

出典と根拠

ORDレコード
ord-44952c1476424cc1bbddc6fb7e678887
出典データセット
uspto-grants-1983_03
特許番号
US04376866

反応ノート

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