Nitromethane → HCID 13015774、化合物

HRID 223232

反応式

HRID 223232 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[CH2:6][CH2:7][OH:8].C(OC(OCC)[CH:18]([Cl:20])[CH3:19])C.[N+]([CH3:27])([O-])=O>B(F)(F)F>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[CH:27]([CH2:19][CH2:18][Cl:20])[O:8][CH2:7][CH2:6]2

参加物

5

反応物 3

HCID 6375NitromethaneHCID 819113,4-Dimethoxyphenethyl alcoholHCID 22601943HCID 22601943、化合物

生成物 1

HCID 13015774HCID 13015774、化合物

試薬・触媒・溶媒 1

HCID 6356Boron trifluoride溶媒

実験手順

To a solution of 3,4-dimethoxyphenethyl alcohol (110 g, 1.233 mole) and chloropropionaldehyde diethyl acetal (40 ml) in 240 ml of nitromethane, 8 ml of BF3 etherate is added. The mixture is stirred for 2 hours at room temperature under N2. This, after work up from water and extracting with methylene chloride gives a yellow oil. This, after column chromatography (silica gel), gives 45 g (oil) of 6,7-dimethoxy-1-(2-chloroethyl)isochroman which is crystallized from ether/pet. ether to give 41 g (70%) of 6,7-dimethoxy-1-(2-chloroethyl)isochroman as a white crystalline material, m.p. 56°-57.5°.

後処理

  1. extractionThis, after work up from water and extracting with methylene chloride
  2. customgives a yellow oil

出典と根拠

ORDレコード
ord-0587789c84ba486ab463170692d3df87
出典データセット
uspto-grants-1982_10
特許番号
US04352805

関連ノート

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