Phenylacetyl chloride → N-(2,2-dimethoxyethyl)-N-methyl-2-phenylacetamide

HRID 2376617노트

반응식

HRID 2376617 반응식
[CH3:1][O:2][CH:3]([O:7][CH3:8])[CH2:4][NH:5][CH3:6].C(=O)(O)[O-].[Na+].[C:14]1([CH2:20][C:21](Cl)=[O:22])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CC(OC)(C)C.O>[CH3:6][N:5]([CH2:4][CH:3]([O:7][CH3:8])[O:2][CH3:1])[C:21](=[O:22])[CH2:20][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

참가 물질

6

반응물 3

HCID 7679Phenylacetyl chlorideHCID 85032,2-DimethoxyethylmethylamineHCID 516892Sodium Bicarbonate2회

생성물 1

HCID 3423225N-(2,2-dimethoxyethyl)-N-methyl-2-phenylacetamide수율 100%

시약·촉매·용매 2

HCID 962Water용매HCID 15413tert-Butyl methyl ether용매2회

실험 절차

To a 20 L Morton flask was added MTBE (5.52 L, 7 volumes) and (N-methyl-amino)-acetaldehyde dimethyl acetal (614 g, 5 mol) to form a solution at room temperature. A solution of sodium bicarbonate prepared by the addition of sodium bicarbonate (546 g, 6.5 mol) and water (6.31 L, 8 volume) was added to the Morton reaction flask. The mixture was cooled to less than 10° C and a MTBE (789 mL) solution of phenylacetyl chloride (789 g, 5 mol) was added dropwise to the cooled reaction mixture over a 1 h period. After addition, the reaction mixture was stirred at room temperature for 1 h. At this stage an HPLC analysis indicated that the reaction was completed. Extractive workup with MTBE (4 volumes), anhydrous magnesium sulfate drying followed by concentration on the rotary evaporator provided 1.187 kg (98%) of N-methyl-N-(2,2-dimethoxyethyl)phenylacetamide as a liquid, (M+H)+=237.9.

후처리

  1. customto form a solution at room temperature
  2. additionwas added to the Morton reaction flask
  3. temperatureThe mixture was cooled to less than 10° C
  4. additionAfter addition
  5. concentrationExtractive workup with MTBE (4 volumes), anhydrous magnesium sulfate drying followed by concentration on the rotary evaporator

출처 및 근거

ORD 기록
ord-44aeae1355ed44c387c1e1fc326e1c97
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07468365B2

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