Sodium Hydroxide → 2-Diphenylacetyl-6-methoxy-5-(4-methoxy-3-methyl-benzyloxy)-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid

HRID 260080

反応式

HRID 260080 の反応式
[C:1]1([CH:7]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[C:8]([N:10]2[CH:19]([C:20]([O:22]CC)=[O:21])[CH2:18][C:17]3[C:12](=[CH:13][CH:14]=[C:15]([O:36][CH3:37])[C:16]=3[O:25][CH2:26][C:27]3[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[C:29]([CH3:35])[CH:28]=3)[CH2:11]2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>CO>[C:38]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:8]([N:10]2[CH:19]([C:20]([OH:22])=[O:21])[CH2:18][C:17]3[C:12](=[CH:13][CH:14]=[C:15]([O:36][CH3:37])[C:16]=3[O:25][CH2:26][C:27]3[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[C:29]([CH3:35])[CH:28]=3)[CH2:11]2)=[O:9])[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 15230314(RS)-2-(Diphenylacetyl)-1,2,3,4-tetrahydro-6-methoxy-5-[(4-methoxy-3-methylphenyl)methoxy]-3-isoquinolinecarboxylic acid, ethyl ester

生成物 1

HCID 224024342-Diphenylacetyl-6-methoxy-5-(4-methoxy-3-methyl-benzyloxy)-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

This compound is prepared by a hydrolysis of the ester from Example 34 as follows: a solution of 0.50 g (0.86 mmole) of the ester, 50 mL of methanol, and 2.0 mL of 1N sodium hydroxide is maintained at reflux for 15 minutes. The methanol is removed, water (30 mL) is added, and 1.0 mL of glacial acetic acid is added to precipitate the gummy product. Purification by silica gel chromatography eluting with 5% methanol-chloroform gives pure product; mp 140°-142° C.

後処理

  1. temperatureat reflux for 15 minutes
  2. customThe methanol is removed
  3. additionwater (30 mL) is added
  4. addition1.0 mL of glacial acetic acid is added
  5. customto precipitate the gummy product
  6. customPurification by silica gel chromatography
  7. washeluting with 5% methanol-chloroform
  8. customgives pure product

出典と根拠

ORDレコード
ord-799a8eeae5f74a638d99478050b6a604
出典データセット
uspto-grants-1996_06
特許番号
US05525614

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