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

HRID 1743780ノート

反応式

HRID 1743780 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 at RT with 3.42 l of aqueous 1N HCl 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-056f8b62ef07493ca763f38f542622aa
出典データセット
uspto-grants-2006_03
特許番号
US07012077B2

反応ノート

読み込み中…