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Water → 7-(1-Adamantyl)-6-benzyloxy-2-bromonaphthalene

HRID 618479
노트
인쇄 미리보기

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HRID 618479 반응식
[H-].[Na+].[C:3]12([C:13]3[CH:22]=[C:21]4[C:16]([CH:17]=[CH:18][C:19]([Br:23])=[CH:20]4)=[CH:15][C:14]=3[OH:24])[CH2:12][CH:7]3[CH2:8][CH:9]([CH2:11][CH:5]([CH2:6]3)[CH2:4]1)[CH2:10]2.[CH2:25](Br)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.O>CN(C=O)C.C(O)C>[C:3]12([C:13]3[CH:22]=[C:21]4[C:16]([CH:17]=[CH:18][C:19]([Br:23])=[CH:20]4)=[CH:15][C:14]=3[O:24][CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH2:10][CH:9]3[CH2:11][CH:5]([CH2:6][CH:7]([CH2:8]3)[CH2:12]1)[CH2:4]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 962WaterHCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 145490723-(Adamantan-1-yl)-6-bromonaphthalen-2-ol

생성물 1

HCID 220003597-(1-Adamantyl)-6-benzyloxy-2-bromonaphthalene

시약·촉매·용매 2

HCID 702Ethanol용매
HCID 6228
Dimethylformamide
용매
2회

실험 절차

1.26 g (42 mmol) of sodium hydride (80% in oil) and 50 ml of DMF were introduced into a 3-necked flask, a solution of 12.5 g (35 mmol) of 7-(1-adamantyl)-6-hydroxy-2-bromonaphthalene in 100 ml of DMF was added dropwise and stirring was carried out until gas evolution had ceased. 5 ml (42 mmol) of benzyl bromide were then added and stirring was carried out at room temperature for 2 hours. The reaction mixture was poured into water and extracted with ethyl ether and the organic phase was separated by settling, dried over magnesium sulfate and evaporated. The residue obtained was taken up in ethanol, heated to reflux, cooled, filtered and dried. 12.5 g (80%) of the expected compound were collected, which compound had a melting point of 150°-1° C.

후처리

  1. stirringstirring
  2. extractionextracted with ethyl ether
  3. customthe organic phase was separated
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. customThe residue obtained
  7. temperatureheated
  8. temperatureto reflux
  9. temperaturecooled
  10. filtrationfiltered
  11. customdried
  12. custom12.5 g (80%) of the expected compound were collected

출처 및 근거

ORD 기록
ord-3d5c682f50c74932bc97b777b9476532
출처 데이터셋
uspto-grants-1999_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05952382

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