Benzyl Alcohol → Benzyl azepane-3-carboxylate

HRID 463515노트

반응식

HRID 463515 반응식
[C:1]([CH:4]1[CH2:10][CH2:9][CH2:8][CH2:7][NH:6][CH2:5]1)([OH:3])=[O:2].S(Cl)(Cl)=O.CCOCC.[CH2:20](O)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH2:20]([O:2][C:1]([CH:4]1[CH2:10][CH2:9][CH2:8][CH2:7][NH:6][CH2:5]1)=[O:3])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

참가 물질

5

반응물 4

HCID 244Benzyl AlcoholHCID 3283Diethyl EtherHCID 24386Thionyl ChlorideHCID 13457776Azepane-3-carboxylic acid

생성물 1

HCID 13457777Benzyl azepane-3-carboxylate

실험 절차

Suspend 1.15 g 3-carboxyperhydroazepine [P. Krogsgaard-Larsen et al., Acta Chem. Scand., B32, 327 (1978)] in 8 ml benzyl alcohol. Cool the mixture to 0° and add 1 ml thionyl chloride. Stir the mixture at room temperature for 48 hours, then add it dropwise to 300 ml ether with vigorous stirring. Decant the ether and dissolve the residue in H2O. Wash the aqueous solution with ether, then make it to pH 12 and extract with ethyl acetate. Dry the extracts and concentrate in vacuo to obtain 3-benzyloxycarbonylperhydroazepine.

후처리

  1. temperatureCool the mixture to 0°
  2. customDecant the ether
  3. dissolutiondissolve the residue in H2O
  4. washWash the aqueous solution with ether
  5. extractionextract with ethyl acetate
  6. customDry the extracts
  7. concentrationconcentrate in vacuo

출처 및 근거

ORD 기록
ord-6b5aae4b46d1497fbcd80a8dc76c7a03
출처 데이터셋
uspto-grants-1985_05
특허 번호
US04520021

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