Dimethylformamide → 6-Bromo-1,2,3,4-tetrahydro-7-methoxy-1,1,4,4-tetramethylnaphthalene

HRID 2417332ノート

反応式

HRID 2417332 の反応式
[Br:1][C:2]1[C:3](O)=[CH:4][C:5]2[CH:6]([CH3:15])[CH2:7][CH:8](C)[C:9]([CH3:13])([CH3:12])[C:10]=2[CH:11]=1.CN([CH:20]=[O:21])C.[H-].[Na+].I[CH3:25]>O>[Br:1][C:2]1[C:3]([O:21][CH3:20])=[CH:4][C:5]2[C:6]([CH3:15])([CH3:25])[CH2:7][CH2:8][C:9]([CH3:12])([CH3:13])[C:10]=2[CH:11]=1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 226346613-Bromo-2-hydroxy-5,6,7,8-tetrahydro-5,5,8,6-tetramethylnaphthalene

生成物 1

HCID 107327466-Bromo-1,2,3,4-tetrahydro-7-methoxy-1,1,4,4-tetramethylnaphthalene

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

7 g (24.7 mmol) of 3-bromo-2-hydroxy-5,6,7,8-tetrahydro-5,5,8,6-tetramethylnaphthalene and 40 ml of DMF are introduced into a three-necked flask under a stream of nitrogren. 890mg (29.6 mmol) of sodium hydride (80% in oil) are added portionwise and the mixture is stirred until the evolution of gas has ceased. 1.7 ml (27 mmol) of iodomethane are then added and the mixture is stirred at room temperature for one hour. The reaction medium is poured into water and extracted with ethyl ether, and the organic phase is separated out after settling has taken place, dried over magnesium sulphate and evaporated. 7.3 g (99%) of the expected product are collected in the for of an oil which crystallizes slowly. Melting point 77-8° C.

後処理

  1. stirringthe mixture is stirred at room temperature for one hour
  2. extractionextracted with ethyl ether
  3. customthe organic phase is separated out after settling
  4. dry with materialdried over magnesium sulphate
  5. customevaporated
  6. custom7.3 g (99%) of the expected product are collected in the for of an oil which
  7. customcrystallizes slowly

出典と根拠

ORDレコード
ord-008e8bcc101a4b898d82a80b1c110083
出典データセット
uspto-grants-2004_11
特許番号
US06825360B1

反応ノート

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