Sodium hydride → HCID 178420294、化合物

HRID 1898888

反応式

HRID 1898888 の反応式
[H-].[Na+].[C:3]1([C@@H:9]2[CH2:14][CH2:13][C@H:12]([OH:15])[CH2:11][CH2:10]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl[C:17]1[C:26]2[CH2:25][CH2:24][CH2:23][CH2:22][C:21]=2[N:20]=[CH:19][N:18]=1.[NH4+].[Cl-]>C1COCC1>[C:3]1([C@@H:9]2[CH2:10][CH2:11][C@H:12]([O:15][C:17]3[C:26]4[CH2:25][CH2:24][CH2:23][CH2:22][C:21]=4[N:20]=[CH:19][N:18]=3)[CH2:13][CH2:14]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

参加物

6

反応物 4

HCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 125829694-Chloro-5,6,7,8-tetrahydroquinazolineHCID 178521547HCID 178521547、化合物

生成物 1

HCID 178420294HCID 178420294、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
50 °C

実験手順

0.5 g (16.7 mmol) of 80% NaH was added in portions to a solution of 1.85 g (105 mmol) of cis-4-phenylcyclohexanol in 30 ml of absolute THF. After this, the mixture was heated for 1 hour at 50° C., and 1.5 g (8.75 mmol) of 4-chloro-5,6,7,8-tetrahydroquinazoline, dissolved in 15 ml of absolute THF, were added dropwise. The reaction mixture was subsequently refluxed for 2 hours. After the mixture had cooled to room temperature, it was poured into saturated NH4Cl solution and this was extracted with ether, and the combined organic phase was dried over MgSO4. The solvent was evaporated in vacuo, and the residue (2.7 g) was purified by flash chromatography over silica gel, using n-hexane/ethyl acetate (2:1). Concentration gave 1.5 g (50.2% of theory), colorless crystals, m.p. 109° C. ##STR12##

後処理

  1. additionwere added dropwise
  2. temperatureThe reaction mixture was subsequently refluxed for 2 hours
  3. temperatureAfter the mixture had cooled to room temperature
  4. extractionthis was extracted with ether
  5. dry with materialthe combined organic phase was dried over MgSO4
  6. customThe solvent was evaporated in vacuo
  7. customthe residue (2.7 g) was purified by flash chromatography over silica gel
  8. concentrationConcentration
  9. customgave 1.5 g (50.2% of theory), colorless crystals, m.p. 109° C.

出典と根拠

ORDレコード
ord-03d1dba484164f70a713fba3ca4b65b4
出典データセット
uspto-grants-1996_11
特許番号
US05571815

関連ノート

読み込み中…