1-Naphthaleneacetic Acid → HCID 70525452, 화합물

HRID 354721노트

반응식

HRID 354721 반응식
[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]

참가 물질

6

반응물 4

HCID 68621-Naphthaleneacetic AcidHCID 2723922Sodium ethoxideHCID 5360545Sodium2회HCID 178418416HCID 178418416, 화합물

생성물 1

HCID 70525452HCID 70525452, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-44952c1476424cc1bbddc6fb7e678887
출처 데이터셋
uspto-grants-1983_03
특허 번호
US04376866

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