Benzyl Bromide → HCID 23458739、化合物

HRID 1680011ノート

反応式

HRID 1680011 の反応式
[CH2:1](Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:9]([CH:12]1[C:16]2([CH2:21][CH2:20][N:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:18][CH2:17]2)[S:15][CH:14]([CH:28]([N:36]2[C:40](=[O:41])[C:39]3=[CH:42][CH:43]=[CH:44][CH:45]=[C:38]3[C:37]2=[O:46])[C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[NH:13]1)([OH:11])=[O:10]>CN(C)C=O>[CH2:1]([O:11][C:9]([CH:12]1[C:16]2([CH2:17][CH2:18][N:19]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH2:20][CH2:21]2)[S:15][CH:14]([CH:28]([N:36]2[C:37](=[O:46])[C:38]3=[CH:45][CH:44]=[CH:43][CH:42]=[C:39]3[C:40]2=[O:41])[C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[NH:13]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 7498Benzyl BromideHCID 23458754HCID 23458754、化合物

生成物 1

HCID 23458739HCID 23458739、化合物収率 66%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

17 g (0.10 mole) of benzyl bromide, dissolved in 20 ml of N,N-dimethylformamide are added to 24 g (0.0447 mole) of the alpha-isomer of tert-butyl 4-carboxy-8-phenyl-alpha-phthalimido-1-thia-3,8-diazaspiro[4.5]decane-2-acetate, obtained in 2.3, dissolved in 200 ml of N,N-dimethylformamide. The reaction mixture is stirred overnight at ambient temperature and is then poured onto ice, extracted three times with 500 ml amounts of ethyl acetate and the organic phase washed successively with a little water, with a saturated aqueous solution of sodium hydrogen carbonate and again with a little water. The solution is then dried and evaporated to dryness. After recrystallization from ethyl acetate, there are obtained 18.8 g tert-butyl 4-benzyloxycarbonyl-8-phenyl-alpha-phthalimido-1-thia-3,8-diazaspiro[4.5]decane-2-acetate. Yield: 66%; M.P. 184°-185° C.

後処理

  1. customobtained in 2.3
  2. additionis then poured onto ice
  3. extractionextracted three times with 500 ml amounts of ethyl acetate
  4. washthe organic phase washed successively with a little water, with a saturated aqueous solution of sodium hydrogen carbonate and again with a little water
  5. customThe solution is then dried
  6. customevaporated to dryness
  7. customAfter recrystallization from ethyl acetate, there

出典と根拠

ORDレコード
ord-a0960830dca74a40a6c683a5f03f1356
出典データセット
uspto-grants-1981_06
特許番号
US04271172

反応ノート

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