Sodium hydride → HCID 386595、化合物

HRID 1645408ノート

反応式

HRID 1645408 の反応式
[H-].[Na+].[CH2:3]1[S:11](=[O:13])(=[O:12])[O:10][CH2:9][CH2:8][O:7][S:4]1(=[O:6])=[O:5].[CH:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][C:15]=1[C:24](Cl)=[O:25]>C(COC)OC>[CH:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][C:15]=1[C:24]([CH:3]1[S:4](=[O:5])(=[O:6])[O:7][CH2:8][CH2:9][O:10][S:11]1(=[O:13])=[O:12])=[O:25]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 57513CyclodisoneHCID 752462-Naphthoyl chloride

生成物 1

HCID 386595HCID 386595、化合物収率 84.5%

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

実験手順

To a suspension of 3 g NaH in 50 mL of glyme was added 1.0 g of ethylene methanedisulfonate. To this solution was added 1.1 g of 2-naphthoyl chloride and the H2 evolved was measured. The theoretical amount of H2 evolved in about 45 min. The solvent was then removed from the solution on a rotary evaporator. The residue was taken up in 50 mL of water and washed with CH2Cl2. The water solution was acidified and an oil separated which was then extracted with CH2Cl2 which was dried over MgSO4, and evaporated to leave 1.65 g (93%) of crude product. Subsequent crystallization from CH2Cl2-cyclohexane gave 1.49 g (84%) ethylene 2-naphthoylmethanedisulfonate, m.p. 150-158° C. (95-4).

後処理

  1. customThe solvent was then removed from the solution on a rotary evaporator
  2. washwashed with CH2Cl2
  3. customan oil separated which
  4. extractionwas then extracted with CH2Cl2 which
  5. dry with materialwas dried over MgSO4
  6. customevaporated
  7. customto leave 1.65 g (93%) of crude product
  8. customSubsequent crystallization from CH2Cl2-cyclohexane

出典と根拠

ORDレコード
ord-d9bf6a89dac946f9b4ce481b2e43c989
出典データセット
uspto-grants-2012_02
特許番号
US08124793B2

反応ノート

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