Water → 4-Carbethoxyphenyl 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylmethyl ether

HRID 1599120ノート

反応式

HRID 1599120 の反応式
Br[CH2:2][C:3]1[CH:12]=[CH:11][C:10]2[C:9]([CH3:14])([CH3:13])[CH2:8][CH2:7][C:6]([CH3:16])([CH3:15])[C:5]=2[CH:4]=1.[OH:17][C:18]1[CH:28]=[CH:27][C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:20][CH:19]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH3:13][C:9]1([CH3:14])[CH2:8][CH2:7][C:6]([CH3:16])([CH3:15])[C:5]2[CH:4]=[C:3]([CH2:2][O:17][C:18]3[CH:19]=[CH:20][C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:27][CH:28]=3)[CH:12]=[CH:11][C:10]1=2

参加物

6

反応物 4

HCID 962WaterHCID 8434EthylparabenHCID 11430Potassium CarbonateHCID 27355976-(Bromomethyl)-1,1,4,4-Tetramethyl-1,2,3,4-Tetrahydronaphthalene

生成物 1

HCID 148505914-Carbethoxyphenyl 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylmethyl ether収率 50.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

10 g (36 mmol) of 2-bromomethyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene, 6 g (36 mmol) of ethyl 4-hydroxybenzoate and 7.2 g (52 mmol) of anhydrous potassium carbonate in 60 ml of dimethylformamide were refluxed for 5.25 h. The mixture was then poured into water and extracted several times with ether, and the organic phase was washed with water, dried over Na2 SO4 and concentrated. Recrystallization from methanol resulted in 6.7 g of the title compound of melting point 109°-111° C.

後処理

  1. extractionextracted several times with ether
  2. washthe organic phase was washed with water
  3. customdried over Na2 SO4
  4. concentrationconcentrated
  5. customRecrystallization from methanol

出典と根拠

ORDレコード
ord-4e664be35fd84ea79966501956c454fa
出典データセット
uspto-grants-1998_04
特許番号
US05739374

反応ノート

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