Myristyl bromide → 3,4-Bis(tetradecyloxy)benzoic acid methyl ester

HRID 488278

反応式

HRID 488278 の反応式
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([OH:11])[CH:5]=1.Br[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[C:6]([O:11][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH3:14])[CH:5]=1

参加物

5

反応物 3

HCID 8208Myristyl bromideHCID 11430Potassium CarbonateHCID 287064Methyl 3,4-Dihydroxybenzoate

生成物 1

HCID 120485573,4-Bis(tetradecyloxy)benzoic acid methyl ester収率 30%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 1.0 g (6.6 mmol) of 3,4-dihydroxybenzoic acid methyl ester, 4.1 ml (14 mmol) of 1-bromotetradecane and 2.5 g (17.9 mmol) of potassium carbonate in 50 ml of DMF was stirred and heated at 100° for 65 hours. The solvent was removed using high vacuum, water was added to the residue and the product was extracted with ethyl acetate. The dried extract was concentrated to a solid which was recrystallized from methanol-water to give 1.1 g (30% yield, mp 49°-50°) of 3,4-bis(tetradecyloxy)benzoic acid methyl ester.

後処理

  1. temperatureheated at 100° for 65 hours
  2. customThe solvent was removed
  3. additionwas added to the residue
  4. extractionthe product was extracted with ethyl acetate
  5. extractionThe dried extract
  6. concentrationwas concentrated to a solid which
  7. customwas recrystallized from methanol-water

出典と根拠

ORDレコード
ord-983be0e066a3453ebfe4c6f6734ffa9f
出典データセット
uspto-grants-1994_03
特許番号
US05298652

関連ノート

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