Carbon Dioxide → HCID 12278957, 화합물

HRID 971486

반응식

HRID 971486 반응식
[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]

참가 물질

8

반응물 6

HCID 280Carbon DioxideHCID 7961BromobenzeneHCID 663355,6,7,8-TetrahydroquinolineHCID 3028194LithiumHCID 178506676HCID 178506676, 화합물HCID 178506835HCID 178506835, 화합물

생성물 1

HCID 12278957HCID 12278957, 화합물

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-683b73d089a24546a8c30887a6140537
출처 데이터셋
uspto-grants-1979_07
특허 번호
US04160094

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