Triethylamine → beta-Amino-6-hydroxy-1,2,3,4-tetrahydro-beta-methyl-2-naphthaleneethanol

HRID 709845ノート

反応式

HRID 709845 の反応式
[NH2:1][C:2]([CH:6]1[CH2:15][CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:16][CH3:17])[CH:12]=2)[CH2:7]1)([CH3:5])[CH2:3][OH:4].C(N(CC)CC)C.Cl[C:26](Cl)([O:28]C(=O)OC(Cl)(Cl)Cl)Cl>ClCCl>[CH3:17][O:16][C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][CH:10]=1)[CH2:7][CH:6]([C:2]1([CH3:5])[CH2:3][O:4][C:26](=[O:28])[NH:1]1)[CH2:15][CH2:14]2

参加物

5

反応物 3

HCID 8471TriethylamineHCID 94429TriphosgeneHCID 461946762-Amino-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)propan-1-ol

生成物 1

HCID 46194675beta-Amino-6-hydroxy-1,2,3,4-tetrahydro-beta-methyl-2-naphthaleneethanol収率 54.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

To 25 grams of 2-amino-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)propan-1-ol in 575 mL of dichloromethane was added 45 g of triethylamine. The mixture was cooled to 0° C., and kept below 5° C. while 21 g of triphosgene in dichloromethane was added dropwise. The mixture was stirred at 20-25° C. for 1.5 hrs. The reaction was followed by HPLC until the starting material disappeared. The mixture was concentrated under reduced pressure, 375 mL ethyl acetate was added to the residue. It was washed with water (50 mL×2), dried, decolorized with carbon, and concentrated and dried to afford 10 g of 4-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)-4-methyloxazolidin-2-one, M=261, purity 97%.

後処理

  1. additionwas added dropwise
  2. concentrationThe mixture was concentrated under reduced pressure, 375 mL ethyl acetate
  3. additionwas added to the residue
  4. washIt was washed with water (50 mL×2)
  5. customdried
  6. concentrationconcentrated
  7. customdried

出典と根拠

ORDレコード
ord-1a000f0120494f02bf6aed2cc66197cf
出典データセット
uspto-grants-2015_11
特許番号
US09181191B2

反応ノート

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