Carbon Dioxide → HCID 12278957、化合物

HRID 971486

反応式

HRID 971486 の反応式
[N:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.C1([Li])C=CC=CC=1.BrC1C=CC=CC=1.[Li].[Li][CH:27]1C2N=CC=CC=2CCC1.[C:37](=[O:39])=[O:38]>CCOCC>[CH3:27][O:38][C:37]([CH:9]1[C:10]2[N:1]=[CH:2][CH:3]=[CH:4][C:5]=2[CH2:6][CH2:7][CH2:8]1)=[O:39]

参加物

8

反応物 6

HCID 280Carbon DioxideHCID 7961BromobenzeneHCID 663355,6,7,8-TetrahydroquinolineHCID 3028194LithiumHCID 178506676HCID 178506676、化合物HCID 178506835HCID 178506835、化合物

生成物 1

HCID 12278957HCID 12278957、化合物

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

A solution of 5,6,7,8-tetrahydroquinoline (14 g.) in dry ether (100 ml.) was added dropwise over 1/2 hour to an ethereal solution of phenyl lithium (prepared from bromobenzene (42 g.) and lithium (3.7 g.) in dry ether (300 ml.) and the reaction mixture stirred at room temperature for a further one hour. The cooled reaction mixture containing 8-lithio-5,6,7,8-tetrahydroquinoline was saturated with dry CO2 gas, evaporated in vacuo and the residue treated with methanol previously saturated with dry HCl (500 ml.) giving methyl-5,6,7,8-tetrahydroquinoline-8-carboxylate as described in our copending U.S. Ser. No. 460,265.

後処理

  1. customThe cooled reaction mixture
  2. customevaporated in vacuo
  3. additionthe residue treated with methanol previously saturated with dry HCl (500 ml.)

出典と根拠

ORDレコード
ord-683b73d089a24546a8c30887a6140537
出典データセット
uspto-grants-1979_07
特許番号
US04160094

関連ノート

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