Ethylene Glycol → 1-(2-methyl-1,3-dioxolan-2-yl-methyl)-9-methoxy-3,4,5,5a,6,7-hexahydro-2H-naphth[1,2-d]azepin-2-one

HRID 1105543ノート

反応式

HRID 1105543 の反応式
[O:1]=[C:2]([CH3:22])[CH2:3][C:4]1[C:5](=[O:21])[NH:6][CH2:7][CH2:8][CH:9]2[CH2:18][CH2:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([O:19][CH3:20])[CH:15]=3)[C:10]=12.[CH2:23](O)[CH2:24][OH:25].B(F)(F)F.CCOCC.[OH-].[Na+]>C1C=CC=CC=1.O>[CH3:22][C:2]1([CH2:3][C:4]2[C:5](=[O:21])[NH:6][CH2:7][CH2:8][CH:9]3[CH2:18][CH2:17][C:16]4[C:11](=[CH:12][CH:13]=[C:14]([O:19][CH3:20])[CH:15]=4)[C:10]=23)[O:25][CH2:24][CH2:23][O:1]1

参加物

7

反応物 4

HCID 174Ethylene GlycolHCID 8000Boron trifluoride etherateHCID 14798Sodium HydroxideHCID 128324091-(2-oxo-propyl)-9-methoxy-3,4,5,5a,6,7-hexahydro-2H-naphth[1,2-d]azepin-2-one

生成物 1

HCID 205556101-(2-methyl-1,3-dioxolan-2-yl-methyl)-9-methoxy-3,4,5,5a,6,7-hexahydro-2H-naphth[1,2-d]azepin-2-one

試薬・触媒・溶媒 2

HCID 241Benzene溶媒HCID 962Water溶媒

実験手順

The starting material is prepared as follows: The mixture of 20 g of 1(2-oxopropyl)-3,4,5,5a,6,7-hexahydro-9-methoxy-2H-naphth[1,2-d]azepin-2-one, 37.5 ml of ethylene glycol and 0.95 g of boron trifluoride etherate in benzene is refluxed under a water trap for 6 hours. It is cooled and 10 g of sodium hydroxide in 140 ml of water are added rapidly and the mixture is extracted with chloroform. The extract is dried, evaporated and the residue is crystallized from diethyl ether, to yield the 1-(2-methyl-1,3-dioxolan-2-yl-methyl)-9-methoxy-3,4,5,5a,6,7-hexahydro-2H-naphth[1,2-d]azepin-2-one melting at 192°-194°.

後処理

  1. customThe starting material is prepared
  2. temperatureis refluxed under a water trap for 6 hours
  3. temperatureIt is cooled
  4. extractionthe mixture is extracted with chloroform
  5. customThe extract is dried
  6. customevaporated
  7. customthe residue is crystallized from diethyl ether

出典と根拠

ORDレコード
ord-aa22026897884cee971672f3975bd69f
出典データセット
uspto-grants-1982_01
特許番号
US04309345

反応ノート

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