反応 #65961

ord-9268980dbcd94c068c537f2d13247f9b

反応方程式

[BH4-].[Na+]
sodium borohydride
O=C(O)c1ccc2ccccc2c1O
1-Hydroxy-2-naphthoic acid
O=C(O)c1ccc2ccccc2c1O
1-hydroxy-2-naphthoic acid
COC(=O)Cl
methyl chloroformate
Oc1cccc2ccccc12
1-naphthol
O=C(O)c1ccc2ccccc2c1O
1-hydroxy-2-naphthoic acid
Cc1ccc2ccccc2c1O
2-methyl-naphthol
収率 80.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他was obtained in a yield of 60%

実験手順

1-naphthol (5) was heated with twice its weight of KHCO3 at 200° C. for 5 hours (stainless steel bomb) whereby 1-hydroxy-2-naphthoic acid (9) was obtained in a yield of 60%. 1-Hydroxy-2-naphthoic acid (9) was treated with methyl chloroformate and triethylamine in THF, followed by sodium borohydride reduction, whereby 2-methyl-naphthol (I) was produced in a yield of 80%.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05420362uspto-grants-1995_05