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

HRID 2057330ノート

反応式

HRID 2057330 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-26a7a23953a5448f95b35cf996428487
出典データセット
uspto-grants-2008_02
特許番号
US07335687B2

反応ノート

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