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Sulfuric Acid → 1-[3-(Aminomethyl)-4-chlorophenyl]ethan-1-one

HRID 2053660
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HRID 2053660 반응식
ClCCl.[C:4]([C:7]1[CH:8]=[CH:9][C:10]([Cl:18])=[C:11]([CH2:13][NH:14]C(=O)C)[CH:12]=1)(=[O:6])[CH3:5].S(=O)(=O)(O)O.[OH-].[Na+]>C1(C)C=CC=CC=1.O>[NH2:14][CH2:13][C:11]1[CH:12]=[C:7]([C:4](=[O:6])[CH3:5])[CH:8]=[CH:9][C:10]=1[Cl:18]
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참가 물질

7

반응물 4

HCID 1118Sulfuric AcidHCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 11858678N-[(5-acetyl-2-chlorophenyl)methyl]acetamide

생성물 1

HCID 230890651-[3-(Aminomethyl)-4-chlorophenyl]ethan-1-one

시약·촉매·용매 2

HCID 962Water용매2회
HCID 1140
Toluene
용매

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온도
50 °C

실험 절차

To 199.8 kg of a dichloromethane solution of N-[(5-acetyl-2-chlorophenyl)methyl]acetamide obtained in Example 3-(B), 90 kg of water and 46 kg (0.45 kmoles) of 98% sulfuric acid were added. Dichloromethane was distilled off under normal pressure over 1.5 hours until the inner temperature reaches 100° C., followed by aging for 6 hours. After the completion of the reaction, the reaction solution was cooled to 50° C. over 20 minutes and 90 kg of water and 105 kg of toluene were added. After cooling, 212 kg of an aqueous 25% sodium hydroxide solution was added dropwise at 15 to 25° C. over 2.5 hours. After heating to 40° C. over 30 minutes, the organic layer was partitioned to obtain a toluene solution of 1-[3-(aminomethyl)-4-chlorophenyl]ethan-1-one.

후처리

  1. distillationDichloromethane was distilled off under normal pressure over 1.5 hours until the inner temperature
  2. customreaches 100° C.
  3. customAfter the completion of the reaction
  4. temperatureAfter cooling
  5. temperatureAfter heating to 40° C. over 30 minutes
  6. customthe organic layer was partitioned

출처 및 근거

ORD 기록
ord-5ab73d059a2a48738a1c4d1a8182bd91
출처 데이터셋
uspto-grants-2008_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07326813B2

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