Hydrochloric Acid → (4-Formyl-cyclohexyl)-methyl-carbamic acid benzyl ester

HRID 2057330노트

반응식

HRID 2057330 반응식
[CH2:1]([O:8][C:9](=[O:21])[N:10]([CH:12]1[CH2:17][CH2:16][C:15](=[CH:18][O:19]C)[CH2:14][CH2:13]1)[CH3:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>C1COCC1>[CH2:1]([O:8][C:9](=[O:21])[N:10]([CH:12]1[CH2:17][CH2:16][CH:15]([CH:18]=[O:19])[CH2:14][CH2:13]1)[CH3:11])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 69194804(4-Methoxymethylene-cyclohexyl)-methyl-carbamic acid benzyl ester

생성물 1

HCID 86584993(4-Formyl-cyclohexyl)-methyl-carbamic acid benzyl ester

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 495 g (1710.6 mmol) of (4-Methoxymethylene-cyclohexyl)-methyl-carbamic acid benzyl ester in 1.7 l THF was treated with 3.42 l of aqueous 1N HCl at RT and heated at reflux for 2 h. The reaction was cooled to RT and extracted with TBME (1.7 and 0.9 l). The organic phase was washed with aqueous 1M NaHCO3, dried (Na2SO4), filtered and evaporated to give 457.4 (97%) of crude (4-Formyl-cyclohexyl)-methyl-carbamic acid benzyl ester (trans:cis ca 70:30).

후처리

  1. temperatureheated
  2. temperatureat reflux for 2 h
  3. extractionextracted with TBME (1.7 and 0.9 l)
  4. washThe organic phase was washed with aqueous 1M NaHCO3
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. customevaporated

출처 및 근거

ORD 기록
ord-26a7a23953a5448f95b35cf996428487
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07335687B2

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