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Acetyl chloride → (R)-1-methoxy-4,4-dimethyl-1-oxopentan-3-aminium chloride

HRID 1055036
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HRID 1055036 반응식
[NH2:1][C@@H:2]([C:7]([CH3:10])([CH3:9])[CH3:8])[CH2:3][C:4]([OH:6])=[O:5].[C:11]([Cl:14])(=O)C>CO>[Cl-:14].[CH3:11][O:5][C:4](=[O:6])[CH2:3][C@@H:2]([NH3+:1])[C:7]([CH3:10])([CH3:9])[CH3:8]
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참가 물질

4

반응물 2

HCID 6367Acetyl chlorideHCID 7010080(R)-3-Amino-4,4-dimethylpentanoic acid

생성물 1

HCID 86714730(R)-1-methoxy-4,4-dimethyl-1-oxopentan-3-aminium chloride

시약·촉매·용매 1

HCID 887Methanol용매

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온도
65 °C

실험 절차

(R)-3-amino-4,4-dimethylpentanoic acid, 2a, was dissolved in methanol (1.4 L). The solution was cooled in an ice bath and acetyl chloride (67.0 mL, 947.0 mmol) was added dropwise (maintaining the temperature below 10° C.). The reaction mixture was heated to 65° C. and stirred at that temperature for 3 h. The reaction mixture was cooled to room temperature and then flushed with toluene to remove volatiles. The crude material was used without further purification: 1H NMR (400 MHz, MeOH-d4) δ 3.75 (s, 3H), 3.41 (t, 1H), 2.88 (dd, 1H), 2.64-2.46 (m, 1H), 1.04 (s, 9H).

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후처리

  1. temperatureThe solution was cooled in an ice bath
  2. temperaturemaintaining the temperature below 10° C.)
  3. temperatureThe reaction mixture was cooled to room temperature
  4. customflushed with toluene
  5. customto remove volatiles
  6. customThe crude material was used without further purification

출처 및 근거

ORD 기록
ord-cbab1d4ac9b747cd82153e22cf98a480
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09394302B2

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