1,3,4,6,7,8a-Hexahydro-1,1,5,5-tetramethyl-2H-2,4a-methanonaphthalen-8(5H)-one → HCID 68161955、化合物

HRID 1042062ノート

反応式

HRID 1042062 の反応式
[CH3:1][C:2]1([CH3:16])[CH:11]2[C:6]3([CH2:15][CH:3]1[CH2:4][CH2:5]3)[C:7]([CH3:14])([CH3:13])[CH2:8][CH2:9][C:10]2=O.[C:17](O)(=O)C.[CH:21]([NH2:23])=[NH:22]>C(O)CCC>[CH3:13][C:7]1([CH3:14])[C:6]23[CH2:15][CH:3]([C:2]([CH3:16])([CH3:1])[CH:11]2[C:10]2[N:23]=[CH:21][N:22]=[CH:17][C:9]=2[CH2:8]1)[CH2:4][CH2:5]3

参加物

4

反応物 2

HCID 909781,3,4,6,7,8a-Hexahydro-1,1,5,5-tetramethyl-2H-2,4a-methanonaphthalen-8(5H)-oneHCID 160693Formamidine acetate

生成物 1

HCID 68161955HCID 68161955、化合物収率 83.9%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

反応条件

温度
120 °C

実験手順

A 5 L reaction vessel was charged with 1,3,4,6,7,8a-hexahydro-1,1,5,5-tetramethyl-2H-2,4a-methanonaphthalene-8(5H)-one (440 g, 2.0 mol) (commercially available at IFF), formamidine acetate (1040 g, 10.0 mol) and butanol (2 L). The reaction mixture was heated to 120° C. for 10 hours and then cooled to 25° C. The reaction mixture was washed twice with brine (1 L) and purified by vacuum distillation to afford crude product 6,6,10,10-tetramethyl-5,7,8,9,10,10a-hexahydro-6H-6a,9-methanobenzo[H]quinazoline (430 g) having a boiling point of 159° C. at a pressure of 1.0 mmHg Further recrystallization from ethanol afforded 6,6,10,10-tetramethyl-5,7,8,9,10,10a-hexahydro-6H-6a,9-methanobenzo[H]quinazoline (95% purity) (125 g) with a melting point of 44-45° C.

後処理

  1. customA 5 L reaction vessel
  2. temperaturecooled to 25° C
  3. washThe reaction mixture was washed twice with brine (1 L)
  4. distillationpurified by vacuum distillation

出典と根拠

ORDレコード
ord-cddbdbc9bf5247d9a09f98ae9d1affae
出典データセット
uspto-grants-2013_10
特許番号
US08557827B2

反応ノート

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