Benzyl Alcohol → HCID 15042555、化合物

HRID 1110994ノート

反応式

HRID 1110994 の反応式
[C:1]([C:5]([CH3:11])([CH3:10])[CH2:6]C(O)=O)([O:3][CH3:4])=[O:2].C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:19])C=CC=CC=1.C([N:31]([CH2:34]C)CC)C.[CH2:36]([OH:43])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>C1(C)C=CC=CC=1>[CH2:36]([O:43][C:34]([NH:31][CH2:6][C:5]([CH3:11])([CH3:10])[C:1]([O:3][CH3:4])=[O:2])=[O:19])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1

参加物

6

反応物 4

HCID 244Benzyl AlcoholHCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 150395654-Methoxy-3,3-dimethyl-4-oxobutanoic acid

生成物 1

HCID 15042555HCID 15042555、化合物

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

3-Carbomethoxy-3-methylbutanoic acid [Bull. Soc. Chim. Fr., 828 (1965), 7.85 g, 0.049 mol] was reacted with diphenylphosphorylazide and triethylamine as described in Example 75. After heating the toluene solution for 1.5 h, benzyl alcohol (8 g) was added directly to the reaction mixture and heating at reflux was continued for 20 h. Work-up and purification as in Example 75 gave methyl 3-benzyloxycarbonylamino-2,2-dimethylpropionate. NMR (300 MHz, CDCl3): 1.2 (s, 6H), 3.3 (d, 2H), 3.68 (s, 3H), 5.1 (s, 2H), 5.22 (m, 1H). A sample of the methyl ester (6.21 g, 0.23 mol) was saponified with 3.1 g (0.78 mol) of NaOH in 100 ml ethanol/10 ml H2O at room temperature for 48 h. Work-up as in Example 75 gave the desired product as a liquid. NMR (300 MHz, CDCl3) 1.23 (s, 6H), 3.32 (d, 2H), 5.10 (s, 2H), 5 27 (m, 1H).

後処理

  1. temperatureheating
  2. temperatureat reflux
  3. custompurification as in Example 75

出典と根拠

ORDレコード
ord-07fd80210cbf48d3939779be68710a25
出典データセット
uspto-grants-1990_12
特許番号
US04977277

反応ノート

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