1-Bromo-3-chloropropane → 3-Chloropropyl 5-(tetradecyloxy)furan-2-carboxylate

HRID 57215

反応式

HRID 57215 の反応式
[CH2:1]([O:15][C:16]1[O:20][C:19]([C:21]([OH:23])=[O:22])=[CH:18][CH:17]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[Cl:24][CH2:25][CH2:26][CH2:27]Br.O.O.O.O.O.[OH-].C([N+](CCCC)(CCCC)CCCC)CCC>CN(C)C=O.CCOC(C)=O.[Cl-].[Na+].O.O.[I-].[Na+]>[CH2:1]([O:15][C:16]1[O:20][C:19]([C:21]([O:23][CH2:27][CH2:26][CH2:25][Cl:24])=[O:22])=[CH:18][CH:17]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

参加物

9

実験手順

To a vigorously stirred suspension of 5-(tetradecyloxy)furan-2-carboxylic acid (0.650 g, 2.0 mmol) in 10 mL of N,N-dimethylformamide was added 3-chlorobromopropane (0.618 mL, 6.0 mmol), tetrabutylammonium hydroxide pentahydrate (0.734 g, 4.2 mmol) and sodium iodide (˜20 mg). The suspension appeared to go into solution briefly, and then a very finely dispersed white precipitate was observed. The reaction was allowed to stir for 12 hrs. The suspension was then diluted with EtOAc (100 mL), brine (50 mL) and water (50 mL). The phases were separated and the organic phase was washed with water (50 mL) and brine (50 mL). The organic phase was then dried and concentrated to yield 0.554 g of the title compound. This material was used in the subsequent step without further purification.

後処理

  1. customThe phases were separated
  2. washthe organic phase was washed with water (50 mL) and brine (50 mL)
  3. customThe organic phase was then dried
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-d415c70e93b2457da7ef6543791e7477
出典データセット
uspto-grants-2016_09
特許番号
US09434718B2

関連ノート

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