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Water → (S)-N-hydroxy-2,2-dimethyl-1,3-dioxolane-4-carbimidoyl chloride

HRID 1511139
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HRID 1511139 반응식
[CH3:1][C:2]1([CH3:10])[O:6][C@H:5]([CH:7]=[N:8][OH:9])[CH2:4][O:3]1.[Cl:11]N1C(=O)CCC1=O.CCOCC.O>CN(C=O)C>[OH:9][N:8]=[C:7]([Cl:11])[C@@H:5]1[CH2:4][O:3][C:2]([CH3:10])([CH3:1])[O:6]1
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참가 물질

6

반응물 4

HCID 962WaterHCID 3283Diethyl EtherHCID 31398ChlorosuccinimideHCID 86644159(R)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde oxime

생성물 1

HCID 86644160(S)-N-hydroxy-2,2-dimethyl-1,3-dioxolane-4-carbimidoyl chloride수율 78.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of (R)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde oxime (10.3 g, 71.0 mmol) in 40 mL DMF was added 1-chloropyrrolidine-2,5-dione (10.4 g, 78.1 mmol) and the reaction was stirred overnight at ambient temperature. The reaction mixture was poured into ether (1400 mL) and water (500 mL). The ether layer was extracted with water (5×500 mL), dried over MgSO4, filtered and concentrated to (S)-N-hydroxy-2,2-dimethyl-1,3-dioxolane-4-carbimidoyl chloride (10.0 g, 55.7 mmol, 78.5% yield) as white solid.

후처리

  1. extractionThe ether layer was extracted with water (5×500 mL)
  2. dry with materialdried over MgSO4
  3. filtrationfiltered

출처 및 근거

ORD 기록
ord-c06f8ab564924896bb91beb541856cda
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08212045B2

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